Information on EC 1.1.1.1 - alcohol dehydrogenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.1
-
RECOMMENDED NAME
GeneOntology No.
alcohol dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a primary alcohol + NAD+ = an aldehyde + NADH + H+
show the reaction diagram
a secondary alcohol + NAD+ = a ketone + NADH + H+
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
3-methylbutanol biosynthesis (engineered)
-
-
acetaldehyde biosynthesis I
-
-
acetylene degradation
-
-
butanol and isobutanol biosynthesis (engineered)
-
-
chitin degradation to ethanol
-
-
ethanol degradation I
-
-
ethanol degradation II
-
-
heterolactic fermentation
-
-
L-1,2-propanediol degradation
-
-
L-isoleucine degradation II
-
-
L-leucine degradation III
-
-
L-methionine degradation III
-
-
L-phenylalanine degradation III
-
-
L-tryptophan degradation V (side chain pathway)
-
-
L-tyrosine degradation III
-
-
L-valine degradation II
-
-
mixed acid fermentation
-
-
noradrenaline and adrenaline degradation
-
-
phenylethanol biosynthesis
-
-
phytol degradation
-
-
pyruvate fermentation to ethanol I
-
-
pyruvate fermentation to ethanol II
-
-
pyruvate fermentation to ethanol III
-
-
pyruvate fermentation to isobutanol (engineered)
-
-
salidroside biosynthesis
-
-
serotonin degradation
-
-
superpathway of fermentation (Chlamydomonas reinhardtii)
-
-
ethanol fermentation
-
-
leucine metabolism
-
-
methionine metabolism
-
-
phenylalanine metabolism
-
-
propanol degradation
-
-
tryptophan metabolism
-
-
tyrosine metabolism
-
-
valine metabolism
-
-
Glycolysis / Gluconeogenesis
-
-
Fatty acid degradation
-
-
Glycine, serine and threonine metabolism
-
-
Tyrosine metabolism
-
-
alpha-Linolenic acid metabolism
-
-
Chloroalkane and chloroalkene degradation
-
-
Naphthalene degradation
-
-
Retinol metabolism
-
-
Metabolism of xenobiotics by cytochrome P450
-
-
Drug metabolism - cytochrome P450
-
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Metabolic pathways
-
-
Biosynthesis of secondary metabolites
-
-
Microbial metabolism in diverse environments
-
-
Biosynthesis of antibiotics
-
-
SYSTEMATIC NAME
IUBMB Comments
alcohol:NAD+ oxidoreductase
A zinc protein. Acts on primary or secondary alcohols or hemi-acetals with very broad specificity; however the enzyme oxidizes methanol much more poorly than ethanol. The animal, but not the yeast, enzyme acts also on cyclic secondary alcohols.
CAS REGISTRY NUMBER
COMMENTARY hide
9031-72-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain SKU1108, 2 soluble isozymes
-
-
Manually annotated by BRENDA team
strain SKU1108, 2 soluble isozymes
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
KU 1309
-
-
Manually annotated by BRENDA team
KU 1309
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
fragment; CCTCC M203011
UniProt
Manually annotated by BRENDA team
fragment; CCTCC M203011
UniProt
Manually annotated by BRENDA team
N-16
-
-
Manually annotated by BRENDA team
N-16
-
-
Manually annotated by BRENDA team
gene chy1186
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
japonica. ADH-1, ADH-2, ADH-3 and ADH-An
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
var. Cantalupensis
-
-
Manually annotated by BRENDA team
KNK10702
-
-
Manually annotated by BRENDA team
KNK10702
-
-
Manually annotated by BRENDA team
strain HM1
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-
Manually annotated by BRENDA team
strain HM1:1MSS, alcohol dehydrogenase 2
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-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain Z
Uniprot
Manually annotated by BRENDA team
strain Z
Uniprot
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain KUC-1
SwissProt
Manually annotated by BRENDA team
strain KUC-1
SwissProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain LLD-R
Uniprot
Manually annotated by BRENDA team
gene GmAdh2
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
3 isoenzymes
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
SwissProt
Manually annotated by BRENDA team
strain S749
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-
Manually annotated by BRENDA team
strain S749
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-
Manually annotated by BRENDA team
cationic pyrazole-sensitive isoenzyme, anodic pyrazole-sensitive isoenzyme and cathionic pyrazole-in sensitive isoenzyme
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-
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
strain B10-05
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-
Manually annotated by BRENDA team
strain B10-05
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-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
strain YR-1
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-
Manually annotated by BRENDA team
strain YR-1
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-
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
gene adh3
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-
Manually annotated by BRENDA team
gene adh3
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-
Manually annotated by BRENDA team
i.e. Pichia angusta, HpADH3 is not the major ADH in strain DL-1, gene ADH3
UniProt
Manually annotated by BRENDA team
i.e. Pichia angusta, HpADH3 is not the major ADH in strain DL-1, gene ADH3
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
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-
Manually annotated by BRENDA team
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SwissProt
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
strain DSM 50106, stereoselective enzyme
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Manually annotated by BRENDA team
probable alcohol dehydrogenase; strain S-5
UniProt
Manually annotated by BRENDA team
probable alcohol dehydrogenase; strain S-5
UniProt
Manually annotated by BRENDA team
DSM44514
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-
Manually annotated by BRENDA team
strain DSM44541
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-
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
strain Y379-50
UniProt
Manually annotated by BRENDA team
strain Y379-50
UniProt
Manually annotated by BRENDA team
pyrazole-insensitive isoenzyme and pyrazole-sensitive isoenzyme
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-
Manually annotated by BRENDA team
Sporotrichum pulverulentum
-
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-
Manually annotated by BRENDA team
strain DSM1617
-
-
Manually annotated by BRENDA team
strain Gtheta
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-
Manually annotated by BRENDA team
strain RC3
UniProt
Manually annotated by BRENDA team
strain RC3
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain JW200
UniProt
Manually annotated by BRENDA team
strain JW200
UniProt
Manually annotated by BRENDA team
ATCC 27502
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-
Manually annotated by BRENDA team
strain DSM 1728
UniProt
Manually annotated by BRENDA team
strain ATN1
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
3 isoenzymes
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-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
-
enzyme is involved in phytol degradation
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(-)-carvone + NADH + H+
? + NAD+
show the reaction diagram
1% activity compared to cyclohexanone
-
-
?
(1S,3S)-3-methylcyclohexanol + NAD+
(rac)-3-methylcyclohexanone + NADH + H+
show the reaction diagram
125% activity compared to cyclohexanol
163% activity compared to cyclohexanone
-
r
(2E)-2-methylpent-2-enal + NADPH + H+
(2E)-2-methylpent-2-en-1-ol + NADP+
show the reaction diagram
(2E)-3,7-dimethylocta-2,6-dienal + NADPH + H+
(2E)-3,7-dimethylocta-2,6-dien-1-ol + NADP+
show the reaction diagram
(2E)-but-2-en-1-ol + NADP+
(2E)-but-2-enal + NADPH + H+
show the reaction diagram
-
-
-
r
(2E)-but-2-enal + NADPH + H+
(2E)-but-2-en-1-ol + NADP+
show the reaction diagram
yield 96% after 12 h
-
-
r
(2E)-dec-2-enal + NADPH + H+
(2E)-dec-2-en-1-ol + NADP+
show the reaction diagram
16.7% of the activity with (2E)-but-2-enal, yield 91% after 12 h
-
-
?
(2E)-hex-2-enal + NADPH + H+
(2E)-hex-2-en-1-ol + NADP+
show the reaction diagram
41.7% of the activity with (2E)-but-2-enal, yield 98% after 12 h
-
-
?
(2E)-oct-2-enal + NADPH + H+
(2E)-oct-2-en-1-ol + NADP+
show the reaction diagram
30.2% of the activity with (2E)-but-2-enal, yield 69% after 12 h
plus 27% oct-2-enyl ester
-
?
(6S)-5,6-dihydro-6-methyl-4H-thieno[2,3b]thiopyran-4-one-7,7-dioxide + NADH + H+
(4S,6S)-5,6-dihydro-4-hydroxy-6-methyl-4H-thieno[2,3b]thiopyran-7,7-dioxide + NAD+
show the reaction diagram
-
-
-
-
-
(E)-hex-2-en-1-ol + NAD+
(E)-hex-2-en-1-one + NADH
show the reaction diagram
(R)-1-indanol + NAD+
1-indanone + NADH + H+
show the reaction diagram
-
-
-
r
(R)-1-indanol + NAD+
?
show the reaction diagram
62% of activity compared to (S)-1-indanol
-
-
?
(R)-2-butanol + NAD+
2-butanone + NADH + H+
show the reaction diagram
(R)-2-heptanol + NAD+
2-heptanone + NADH + H+
show the reaction diagram
(R)-2-hexanol + NAD+
2-hexanone + NADH + H+
show the reaction diagram
(R)-2-octanol + NAD+
2-octanone + NADH + H+
show the reaction diagram
(R)-2-pentanol + NAD+
2-pentanone + NADH + H+
show the reaction diagram
(R)-2-phenylpropanol + NAD+
(R)-2-phenylpropanal + NADH + H+
show the reaction diagram
(R)-3-methylcyclohexanone + NADH + H+
? + NAD+
show the reaction diagram
2% activity compared to cyclohexanone
-
-
?
(R)-alpha-tetralol + NAD+
?
show the reaction diagram
58% of activity compared to (S)-1-indanol
-
-
?
(R)-alpha-tetralol + NAD+
alpha-tetralone + NADH + H+
show the reaction diagram
-
-
-
r
(R,S)-2-methylbutan-1-ol + NAD+
(R,S)-2-methyl-butan-1-one + NADH + H+
show the reaction diagram
(S)-(+)-1-indanol + NAD+
indanone + NADH + H+
show the reaction diagram
-
-
-
-
?
(S)-1-indanol + NAD+
1-indanone + NADH + H+
show the reaction diagram
(S)-1-indanol + NAD+
?
show the reaction diagram
-
-
-
?
(S)-1-phenyl-2-propanol + NAD+
phenylacetone + NADH + H+
show the reaction diagram
-
9% activity compared to cyclohexanone
-
r
(S)-1-phenylethanol + NAD+
1-phenylethanone + NADH + H+
show the reaction diagram
-
-
-
-
r
(S)-2-butanol + NAD+
2-butanone + NADH
show the reaction diagram
-
-
-
-
r
(S)-2-butanol + NAD+
2-butanone + NADH + H+
show the reaction diagram
(S)-2-heptanol + NAD+
2-heptanone + NADH + H+
show the reaction diagram
-
331% of the activity with 2-propanol
-
-
r
(S)-2-hexanol + NAD+
2-hexanone + NADH + H+
show the reaction diagram
-
38% of the activity with 2-propanol
-
-
r
(S)-2-methylbutan-1-ol + NAD+
(S)-2-methyl-butanal + NADH + H+
show the reaction diagram
(S)-2-octanol + NAD+
2-octanone + NADH + H+
show the reaction diagram
(S)-2-pentanol + NAD+
2-pentanone + NADH + H+
show the reaction diagram
(S)-2-pentanol + NAD+
?
show the reaction diagram
11% of activity compared to (S)-1-indanol
-
-
?
(S)-2-phenylpropanol + NAD+
(S)-2-phenylpropanal + NADH + H+
show the reaction diagram
-
156% of the activity with 2-phenylethanol
-
-
?
(S)-4-phenylbutan-2-ol + NAD+
benzylacetone + NADH + H+
show the reaction diagram
-
3% activity compared to cyclohexanone
-
r
(S)-alpha-tetralol + NAD+
?
show the reaction diagram
12% of activity compared to (S)-1-indanol
-
-
?
(S)-alpha-tetralol + NAD+
alpha-tetralone + NADH + H+
show the reaction diagram
(S)-heptan-2-ol + NAD+
2-heptanone + NADH + H+
show the reaction diagram
-
-
-
r
(S)-pentan-2-ol + NAD+
2-pentanone + NADH + H+
show the reaction diagram
-
-
-
r
(S)-perillylalcohol + NAD+
(S)-perillaldehyde + NADH + H+
show the reaction diagram
52% activity compared to cyclohexanol
-
-
?
(Z)-hex-2-en-1-ol + NAD+
(Z)-hex-2-en-1-one + NADH
show the reaction diagram
-
9.7% of the activity with ethanol
-
-
?
1,1-dichloroacetone + NADH + H+
1,1-dichloropropan-2-ol + NADH
show the reaction diagram
-
1078% of the activity with phenyl trifluoromethyl ketone
-
-
?
1,2-butanediol + NAD+
?
show the reaction diagram
1,2-hexanediol + NAD+
?
show the reaction diagram
-
20% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1,2-pentanediol + NAD+
?
show the reaction diagram
-
12% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1,2-propanediol + NAD+
?
show the reaction diagram
1,2-propanediol + NAD+
hydroxyacetone + NADH
show the reaction diagram
-
-
-
-
?
1,2-propanediol + NAD+
hydroxyacetone + NADH + H+
show the reaction diagram
-
-
-
-
?
1,3-butanediol + NAD+
?
show the reaction diagram
-
39% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1,3-propanediol + 2 NAD+ + H2O
? + 2 NADH + 2 H+
show the reaction diagram
1,3-propanediol + NAD+
?
show the reaction diagram
1,3-propanediol + NAD+
? + NADH
show the reaction diagram
-
7% of the activity with ethanol
-
-
?
1-(3-bromophenyl)ethanol + NAD+
1-(3-bromophenyl)ethanone + NADH + H+
show the reaction diagram
315% of the activity with 1-phenylethanol
-
-
?
1-(3-chlorophenyl)ethanol + NAD+
1-(3-chlorophenyl)ethanone + NADH + H+
show the reaction diagram
205% of the activity with 1-phenylethanol
-
-
?
1-(4'-chlorophenyl)ethanol + NAD+
1-(4'-chlorophenyl)ethanone + NADH + H+
show the reaction diagram
-
26% of the activity with (S)-(-)-1-phenylethanol
-
-
?
1-(4'-fluorophenyl)ethanol + NAD+
1-(4'-fluorophenyl)ethanone + NADH + H+
show the reaction diagram
-
45% of the activity with (S)-1-phenylethanol
-
-
r
1-(4-bromophenyl)ethanol + NAD+
1-(4-bromophenyl)ethanone + NADH + H+
show the reaction diagram
167% of the activity with 1-phenylethanol
-
-
?
1-(4-chlorophenyl)ethanol + NAD+
1-(4-chlorophenyl)ethanone + NADH + H+
show the reaction diagram
151% of the activity with 1-phenylethanol
-
-
?
1-(4-fluorophenyl)ethanol + NAD+
1-(4-fluorophenyl)ethanone + NADH + H+
show the reaction diagram
1-(4-methylphenyl)ethanol + NAD+
1-(4-methylphenyl)ethanone + NADH + H+
show the reaction diagram
189% of the activity with 1-phenylethanol
-
-
?
1-(p-tolyl)-ethanol + NAD+
1-(4-methylphenyl)ethanone + NADH + H+
show the reaction diagram
19% activity compared to cyclohexanol
26% activity compared to cyclohexanone
-
?
1-butanal + NADH + H+
1-butanol + NAD+
show the reaction diagram
-
-
-
-
r
1-butanol + 2 NAD+ + H2O
butanoic acid + 2 NADH + 2 H+
show the reaction diagram
1-butanol + NAD+
butanal + NADH
show the reaction diagram
1-butanol + NAD+
butanal + NADH + H+
show the reaction diagram
1-chloro-5-acetylfuro[2,3-c]pyridine + NADH + H+
1-chloro-5-(1-hydroxyethyl)furo[2,3-c]pyridine + NAD+
show the reaction diagram
-
-
-
-
r
1-decalone + NADH + H+
decahydronaphthalen-1-ol + NAD+
show the reaction diagram
85% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
1-decanol + NAD+
decanal + NADH + H+
show the reaction diagram
1-dodecanol + NAD+
dodecanal + NADH
show the reaction diagram
1-heptanol + NAD+
1-heptanal + NADH + H+
show the reaction diagram
-
-
-
-
r
1-heptanol + NAD+
heptanal + NADH + H+
show the reaction diagram
1-heptanol + NAD+
heptanol + NADH + H+
show the reaction diagram
-
56% of the activity with 2-propanol, in the reverse reaction 755% of the activity with phenyl trifluoromethyl ketone
-
-
r
1-hexanal + NADH + H+
1-hexanol + NAD+
show the reaction diagram
-
-
-
-
r
1-hexanol + 2 NAD+ + H2O
hexanoic acid + 2 NADH + 2 H+
show the reaction diagram
1-hexanol + NAD+
1-hexanal + NADH + H+
show the reaction diagram
1-hexanol + NAD+
?
show the reaction diagram
-
15% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1-hexanol + NAD+
hexanal + NADH + H+
show the reaction diagram
1-hydroxy-2-butanone + NADH + H+
butane-1,2-diol + NAD+
show the reaction diagram
-
59% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
1-hydroxymethyl-6-methylpyrene + NAD+
1-formyl-6-methylpyrene + NADH + H+
show the reaction diagram
-
-
-
r
1-hydroxymethyl-8-methylpyrene + NAD+
1-formyl-8-methylpyrene + NADH + H+
show the reaction diagram
-
-
-
r
1-hydroxymethylpyrene + NAD+
1-formylpyrene + NADH + H+
show the reaction diagram
-
-
-
r
1-indanol + NAD+
1-indanone + NADH + H+
show the reaction diagram
1-indanone + NADH + H+
(S)-1-indanol + NAD+
show the reaction diagram
1-indanone + NADH + H+
1-indanol + NAD+
show the reaction diagram
-
-
-
-
r
1-nonanol + NAD+
nonanal + NADH + H+
show the reaction diagram
1-octanol + 2 NAD+ + H2O
octanoic acid + 2 NADH + 2 H+
show the reaction diagram
1-octanol + 2 NADP+ + H2O
octanoic acid + 2 NADPH + 2 H+
show the reaction diagram
-
-
-
r
1-octanol + NAD+
1-octanal + NADH + H+
show the reaction diagram
-
6% of activity with N-benzyl-3-pyrrolidinol
-
-
?
1-octanol + NAD+
octanal + NADH
show the reaction diagram
1-octanol + NAD+
octanal + NADH + H+
show the reaction diagram
1-pentanol + NAD+
1-pentanal + NADH + H+
show the reaction diagram
1-pentanol + NAD+
pentanal + NADH + H*
show the reaction diagram
-
8% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1-pentanol + NAD+
pentanal + NADH + H+
show the reaction diagram
1-phenyl-1,2-ethanediol + NAD+
1-phenyl-2-propanone + NADH + H+
show the reaction diagram
1% activity compared to cyclohexanol
-
-
r
1-phenyl-1,2-propandione + NADH + H+
1-phenyl-2-hydroxy-1-propanone + NAD+
show the reaction diagram
-
146% of the activity with 2,2,2-trifluoroacetophenone
-
-
r
1-phenyl-1,2-propanedione + NADH
?
show the reaction diagram
about 25% of the activity compared to isatin
-
-
?
1-phenyl-1,2-propanedione + NADH + H+
?
show the reaction diagram
1-phenyl-1-propanol + NAD+
1-phenyl-1-propanone + NADH + H+
show the reaction diagram
-
59% of the activity with (S)-(-)-1-phenylethanol
-
-
?
1-phenyl-1-propanol + NAD+
1-phenylpropanal + NADH + H+
show the reaction diagram
-
59% of the activity with (S)-1-phenylethanol
-
-
r
1-phenyl-1-propanol + NAD+
?
show the reaction diagram
-
31% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
1-phenyl-2-butanone + NADH + H+
1-phenylbutan-2-ol + NAD+
show the reaction diagram
1-phenyl-2-propanol + NAD+
1-phenyl-2-propanone + NADH + H+
show the reaction diagram
1-phenyl-2-propanone + NADH + H+
(S)-1-phenyl-2-propanol + NAD+
show the reaction diagram
-
-
-
-
-
1-phenyl-3-butanone + NADH + H+
1-phenylbutan-3-ol + NAD+
show the reaction diagram
-
353% of the activity with phenyl trifluoromethyl ketone
-
-
?
1-phenylethanol + NAD+
1-phenylethanone + NADH
show the reaction diagram
1-phenylethanol + NAD+
1-phenylethanone + NADH + H+
show the reaction diagram
1-phenylethanol + NAD+
acetophenone + NADH + H+
show the reaction diagram
-
1% activity compared to cyclohexanone
-
?
1-phenylethanol + NADP+
1-phenylethanone + NADPH + H+
show the reaction diagram
-
-
-
?
1-propanol + NAD+
propanal + NADH
show the reaction diagram
-
-
-
-
?
1-propanol + NAD+
propanal + NADH + H+
show the reaction diagram
1-propanol + NAD+
propanaldehyde + NADH + H+
show the reaction diagram
11-cis-retinal + NADH + H+
11-cis-retinol + NAD+
show the reaction diagram
-
-
-
-
?
11-cis-retinol + NAD+
11-cis-retinal + NADH
show the reaction diagram
12-hydroxydodecanoate + NAD+
12-oxododecanoic acid + NADH
show the reaction diagram
12-hydroxylauric acid methyl ester + NAD+
12-oxo lauricacid methyl ester + NADH + H+
show the reaction diagram
-
-
product is a key intermediate for biobased polyamide 12 production
-
?
12-oxolauric acid methyl ester + NADH + H+
12-hydroxylauric acid methyl ester + NAD+
show the reaction diagram
-
-
-
-
?
13-cis-retinal + NADH + H+
13-cis-retinol + NAD+
show the reaction diagram
-
-
-
-
?
13-cis-retinol + NAD+
13-cis-retinal + NADH
show the reaction diagram
16-hydroxyhexadecanoate + NAD+
16-oxohexadecanoic acid + NADH
show the reaction diagram
-
-
-
-
?
17beta-hydroxyetiocholan-3-one + NAD+
ethiocholan-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
2',3',4',5',6'-pentafluoroacetophenone + NADH + H+
1-(2,3,4,5,6-pentafluorophenyl)ethanol + NAD+
show the reaction diagram
45% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
2,2'-dichlorobenzil + NADH + H+
1,2-bis(2-chlorophenyl)-2-hydroxyethanone + NAD+
show the reaction diagram
-
-
-
?
2,2,2-trichloroethanol + NAD+
trichloroacetaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
2,2,2-trifluoroacetophenone + NADH
2,2,2-trifluoro-1-phenylethanol + NAD+
show the reaction diagram
about 35% of the activity compared to isatin
-
-
?
2,2,2-trifluoroacetophenone + NADH + H+
(R)-alpha-(trifluoromethyl)benzyl alcohol + NAD+
show the reaction diagram
2,2,2-trifluoroacetophenone + NADH + H+
2,2,2-trifluoro-1-phenylethanol + NAD+
show the reaction diagram
2,2,2-trifluoroacetophenone + NADPH + H+
(R)-2,2,2-trifluoro-1-phenylethanol + NADP+
show the reaction diagram
180% of the activity with acetoin
-
-
r
2,2-dichloroacetophenone + NADH + H+
2,2-dichloro-1-phenylethanol + NAD+
show the reaction diagram
2,3'-dichloroacetophenone + NADH + H+
1-(2,3-dichlorophenyl)ethanol + NAD+
show the reaction diagram
-
67% of the activity with phenyl trifluoromethyl ketone
-
-
?
2,3'-dichloroacetophenone + NADH + H+
2-chloro-1-(3-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
2,3-butanediol + H2O
?
show the reaction diagram
-
-
-
?
2,3-butanediol + NAD+
?
show the reaction diagram
-
83% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
2,3-butanediol + NAD+
acetoin + NADH + H+
show the reaction diagram
2,3-butanedione + NADH + H+
?
show the reaction diagram
-
activity is 1.6fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
2,3-pentanedione + NADH
? + NADH
show the reaction diagram
-
5.5% of the activity with acetaldehyde
-
-
?
2,4-pentanediol + NAD+
?
show the reaction diagram
2-(3,5-dimethylphenyl)propanal + NADH + H+
(S)-2-(3,5-dimethylphenyl)propanol + NAD+
show the reaction diagram
2-(3-benzoylphenyl)propanal + NADH + H+
(S)-2-(3-benzoylphenyl)propanol + NAD+
show the reaction diagram
2-(3-fluorobiphenyl-4-yl)propanal + NADH + H+
(S)-2-(3-(fluoro)biphenyl-4-yl)propanol + NAD+
show the reaction diagram
2-(3-phenoxyphenyl)propanal + NADH + H+
(S)-2-((3-phenoxy)phenyl)propanol + NAD+
show the reaction diagram
2-(4-isobutylphenyl)propanal + NADH + H+
(S)-2-(4-isobutylphenyl)propanol + NAD+
show the reaction diagram
2-(4-trifluoromethylphenyl)propanal + NADH + H+
(S)-2-(4-trifluoromethyl)phenylpropanol + NAD+
show the reaction diagram
-
18 h, 55% yield, 98% enantiomeric excess
-
-
?
2-(6-methoxynaphthalen-2-yl)propanal + NADH + H+
(S)-2-(6-methoxynaphthalen-2-yl)propan-1-ol + NAD+
show the reaction diagram
-
18 h, 96% yield, 98% enantiomeric excess
-
-
?
2-(naphthalen-1-yl)propanal + NADH + H+
(S)-2-(naphthalen-1-yl)propanol + NAD+
show the reaction diagram
-
18 h, 90% yield, 80% enantiomeric excess
-
-
?
2-(naphthalen-2-yl)propanal + NADH + H+
(S)-2-(naphthalen-2-yl)propanol + NAD+
show the reaction diagram
-
18 h, 57% yield, 94% enantiomeric excess
-
-
?
2-acetylcyclohexanone + NADH + H+
2-acetylcyclohexanol + NAD+
show the reaction diagram
-
-
-
-
r
2-acetylcyclopentanone + NADH + H+
2-acetylcyclopentanol + NAD+
show the reaction diagram
-
-
-
-
r
2-acetylfuran + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
2-acetylpyridine + NADH + H+
(R)-1-(2-pyridyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
2-acetylpyrrole + NADH + H+
1-(1H-pyrrol-2-yl)ethanol + NAD+
show the reaction diagram
-
70% of activity with N-benzyl-3-pyrrolidinone
-
-
?
2-acetylpyrrole + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
2-acetylthiazole + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
2-acetylthiophene + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
2-aminoethanol + NAD+
?
show the reaction diagram
-
-
-
?
2-butanol + NAD+
2-butanone + NADH + H+
show the reaction diagram
2-butanone + NADH + H+
2-butanol + NAD+
show the reaction diagram
2-butanone + NADH + H+
butan-2-ol + NAD+
show the reaction diagram
-
2.8fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
2-butanone + NADPH + H+
butan-2-ol + NADP+
show the reaction diagram
2-butene-1-ol + NAD+
? + NADH
show the reaction diagram
2-chloroacetophenone + NADH + H+
1-(2-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
low activity
-
-
r
2-chlorocyclohexanone + NADH + H+
? + NAD+
show the reaction diagram
3% activity compared to cyclohexanone
-
-
?
2-decalone + NADH + H+
? + NAD+
show the reaction diagram
28% activity compared to cyclohexanone
-
-
?
2-decanol + NAD+
2-decanone + NADH + H+
show the reaction diagram
weak activity
-
-
r
2-decanone + NADH
(S)-2-decanol + NAD+ + H+
show the reaction diagram
-
-
92% enantiomeric excess
-
?
2-deoxy-D-ribose + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
2-ethoxyethanol + NAD+
2-ethoxyacetaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
r
2-ethylhexan-1-ol + NAD+
2-ethylhexanal + NADH
show the reaction diagram
Sporotrichum pulverulentum
-
weak activity
-
-
?
2-heptanol + NAD+
2-heptanone + NADH + H+
show the reaction diagram
2-heptanol + NAD+
heptan-2-one + NADH + H+
show the reaction diagram
62% of the activity with 1-phenylethanol
-
-
?
2-heptanone + NADH
(S)-2-heptanol + NAD+ + H+
show the reaction diagram
-
-
79% enantiomeric excess
-
?
2-heptanone + NADH + H+
(R)-2-heptanol + NAD+
show the reaction diagram
-
229% of the activity with phenyl trifluoromethyl ketone
99% enantiomeric excess
-
?
2-heptanone + NADPH + H+
heptan-2-ol + NADP+
show the reaction diagram
2-hexanol + NAD+
2-hexanone + NADH + H+
show the reaction diagram
2-hexanone + NADH
(S)-2-hexanol + NAD+ + H+
show the reaction diagram
-
-
37% enantiomeric excess
-
?
2-hexanone + NADH + H+
2-hexanol + NAD+
show the reaction diagram
-
-
-
-
r
2-hexanone + NADH + H+
?
show the reaction diagram
-
activity is 1.6fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
2-hexanone + NADH + H+
hexan-2-ol + NAD+
show the reaction diagram
-
50.4fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
2-hexanone + NADPH + H+
hexan-2-ol + NADP+
show the reaction diagram
2-hydroxyacetophenone + NADH + H+
(S)-1-phenyl-1,2-ethanediol + NAD+
show the reaction diagram
2-hydroxyacetophenone + NADPH + H+
(S)-1-phenyl-1,2-ethanediol + NADP+
show the reaction diagram
-
-
-
?
2-hydroxymethylpyrene + NAD+
2-formylpyrene + NADH + H+
show the reaction diagram
-
-
-
r
2-mercaptoethanol + NAD+
?
show the reaction diagram
2-methoxybenzaldehyde + NADH + H+
2-methoxybenzylalcohol + NAD+
show the reaction diagram
-
13% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
2-methoxybenzyl alcohol + NAD+
2-methoxybenzaldehyde + NADH + H+
show the reaction diagram
-
25% of the activity with (S)-(-)-1-phenylethanol
-
-
?
2-methoxyethanol + NAD+
2-methoxyacetaldehyde + NADH + H+
show the reaction diagram
-
-
-
r
2-methyl-2,4-pentanediol + NAD+
?
show the reaction diagram
1% activity compared to cyclohexanol
-
-
?
2-methylbutan-1-ol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
2-methylbutyraldehyde + NADH + H+
2-methylbutanol + NAD+
show the reaction diagram
-
1.4% of the activity with acetaldehyde
-
-
?
2-methylcyclohexanone + NADH + H+
2-methylcyclohexanol + NAD+
show the reaction diagram
13% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
2-methylcyclohexanone + NADH + H+
? + NAD+
show the reaction diagram
46% activity compared to cyclohexanone
-
-
?
2-methylpropan-1-ol + NAD+
2-methyl-propan-1-one + NADH
show the reaction diagram
2-methylpropan-1-ol + NAD+
2-methyl-propan-1-one + NADH + H+
show the reaction diagram
2-methylpropionaldehyde + NADH + H+
2-methylpropanal + NAD+
show the reaction diagram
-
3.3% of the activity with acetaldehyde
-
-
?
2-nitrobenzaldehyde + NADH + H+
(2-nitrophenyl)methanol + NAD+
show the reaction diagram
-
33% of activity with N-benzyl-3-pyrrolidinone
-
-
?
2-nitrobenzaldehyde + NADH + H+
2-nitrobenzyl alcohol + NAD+
show the reaction diagram
-
low activity
-
-
r
2-nonanol + NAD+
2-nonanone + NADH + H+
show the reaction diagram
weak activity
-
-
r
2-nonanone + NADH
(S)-2-nonanol + NAD+ + H+
show the reaction diagram
-
-
95% enantiomeric excess
-
?
2-octanol + NAD+
2-octanone + NADH + H+
show the reaction diagram
2-octanone + NADH
(S)-2-octanol + NAD+ + H+
show the reaction diagram
-
-
92% enantiomeric excess
-
?
2-octanone + NADH + H+
2-octanol + NAD+
show the reaction diagram
-
-
-
-
r
2-octanone + NADPH + H+
octan-2-ol + NADP+
show the reaction diagram
11.9% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
2-oxo-3-methylpentane + NADH
3-methylpentan-2-ol + NAD+
show the reaction diagram
2-oxo-3-phenylpropane + NADH
2-hydroxy-3-phenylpropane + NAD+
show the reaction diagram
2-oxo-4-methylpentane + NADH
4-methylpentan-2-ol + NAD+
show the reaction diagram
-
-
-
-
?
2-oxo-butyric acid + NADH + H+
2-hydroxybutyric acid + NAD+
show the reaction diagram
-
15% of activity with N-benzyl-3-pyrrolidinone
-
-
?
2-oxohexane + NADH
2-hydroxyhexane + NAD+
show the reaction diagram
-
-
-
-
?
2-oxopentane + NADH
2-pentanol + NAD+
show the reaction diagram
-
-
-
-
?
2-oxopentanoate + NADH + H+
2-hydroxypentanoate + NAD+
show the reaction diagram
-
low activity
-
-
r
2-oxopropanal + NADH + H+
? + NAD+
show the reaction diagram
328% of the activity with acetoin
-
-
r
2-pentanol + NAD+
2-pentanone + NADH + H+
show the reaction diagram
2-pentanone + NADH
(S)-2-pentanol + NAD+ + H+
show the reaction diagram
-
-
60% enantiomeric excess
-
?
2-pentanone + NADH
pentan-2-ol + NAD+
show the reaction diagram
-
-
-
r
2-pentanone + NADH + H+
2-pentanol + NAD+
show the reaction diagram
2-pentanone + NADPH + H+
pentan-2-ol + NADP+
show the reaction diagram
11.9% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
2-phenylcyclohexanone + NADH + H+
? + NAD+
show the reaction diagram
2% activity compared to cyclohexanone
-
-
?
2-phenylethanol + NAD+
2-phenylethanone + NADH + H+
show the reaction diagram
57% activity compared to cyclohexanol
-
-
r
2-phenylethanol + NAD+
phenylacetaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
r
2-phenylpropanal + NADH + H+
(S)-2-phenylpropanol + NAD+
show the reaction diagram
-
18 h, 74% yield, 98% enantiomeric excess
-
-
?
2-propanol + NAD(P)+
acetone + NAD(P)H
show the reaction diagram
2-propanol + NAD+
2-propanone + NADH
show the reaction diagram
2-propanol + NAD+
2-propanone + NADH + H+
show the reaction diagram
2-propanol + NAD+
aceton + NADH + H+
show the reaction diagram
-
-
irreversible, no measurable activity with acetone
-
ir
2-propanol + NAD+
acetone + NADH
show the reaction diagram
-
-
-
-
?
2-propanol + NAD+
acetone + NADH + H+
show the reaction diagram
2-propanol + NAD+
propanone + NADH + H+
show the reaction diagram
-
-
-
-
r
2-[3-(2-phenyl-1,3-dioxolan-2-yl)phenyl]propanal + NADH + H+
(S)-2-(3-(2-phenyl-1,3-dioxolan-2-yl)phenyl)propanol + NAD+
show the reaction diagram
-
18 h, 95% yield, 61% enantiomeric excess
-
-
?
3',4'-dimethoxyphenylacetone + NADH + H+
1-(3,4-dimethoxyphenyl)propan-2-ol + NAD+
show the reaction diagram
-
24% of the activity with phenyl trifluoromethyl ketone
-
-
?
3'-bromoacetophenone + NADH + H+
1-(3-bromophenyl)ethanol + NAD+
show the reaction diagram
-
151% of the activity with phenyl trifluoromethyl ketone
-
-
?
3'-chloroacetophenone + NADH + H+
1-(3-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
70% of the activity with phenyl trifluoromethyl ketone
-
-
?
3'-methoxyacetophenone + NADH + H+
1-(3-methoxyphenyl)ethanol + NAD+
show the reaction diagram
-
51% of the activity with phenyl trifluoromethyl ketone
-
-
?
3,3,5-trimethylcyclohexanone + NADH + H+
? + NAD+
show the reaction diagram
2% activity compared to cyclohexanone
-
-
?
3,4-dihydro-retinol + NAD+
3,4-dihydro-retinal
show the reaction diagram
-
-
-
-
r
3,4-dimethylbenzyl alcohol + NAD+
3,4-dimethylbenzaldehyde + NADH + H+
show the reaction diagram
45% activity compared to cyclohexanol
-
-
r
3,4-hexanedione + NADH + H+
?
show the reaction diagram
-
77% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
3,4-methylenedioxyphenyl acetone + NADH
(S)-(3,4-methylenedioxyphenyl)-2-propanol + NAD+ + H+
show the reaction diagram
-
-
-
-
-
3,5-dimethylcyclohexanol + NAD+
3,5-dimethylcyclohexanone + NADH + H+
show the reaction diagram
1% activity compared to cyclohexanol
-
-
r
3-acetylpyridine + NADH + H+
(R)-1-(3-pyridyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
3-acetylpyridine + NADH + H+
1-pyridin-3-ylethanol + NAD+
show the reaction diagram
-
7.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
3-aminobenzyl alcohol + NAD+
3-aminobenzaldehyde + NADH + H+
show the reaction diagram
8% activity compared to cyclohexanol
-
-
r
3-bromobenzyl alcohol + NAD+
3-bromobenzaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
3-bromobenzylalcohol + NAD+
3-bromobenzaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
3-butene-1-ol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
3-chloro-2-butanone + NADH + H+
3-chlorobutan-2-ol + NAD+
show the reaction diagram
-
151% of the activity with phenyl trifluoromethyl ketone
-
-
?
3-chlorobenzaldehyde + NADH + H+
3-chlorobenzyl alcohol + NAD+
show the reaction diagram
-
-
-
-
r
3-heptanol + NAD+
3-heptanone + NADH + H+
show the reaction diagram
-
93% of the activity with 2-propanol
-
-
r
3-methoxy-1-phenylpropan-1-one + NADH
3-methoxy-1-phenylpropan-1-ol + NAD+
show the reaction diagram
-
-
-
-
?
3-methoxybenzaldehyde + NADH + H+
3-methoxybenzyl alcohol + NAD+
show the reaction diagram
-
-
-
-
r
3-methoxybenzaldehyde + NADH + H+
3-methoxybenzylalcohol + NAD+
show the reaction diagram
-
14% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
3-methoxybenzyl alcohol + NAD+
3-methoxybenzaldehyde + NADH + H+
show the reaction diagram
3-methoxybenzylalcohol + NAD+
3-methoxybenzaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
3-methyl-1-butanol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
3-methyl-2-cyclohexenone + NADH + H+
? + NAD+
show the reaction diagram
1% activity compared to cyclohexanone
-
-
?
3-methylbutan-1-ol + NAD+
3-methyl-butan-1-one + NADH + H+
show the reaction diagram
3-methylbutan-2-ol + NAD+
3-methylbutan-2-one + NADH
show the reaction diagram
-
R-(-)-3-methylbutan-2-ol and S-(+)-3-methylbutan-2-ol
-
-
?
3-methylbutan-2-one + NADH
3-methylbutan-2-ol + NAD+
show the reaction diagram
-
-
-
-
?
3-methylbutan-2-one + NADH + H+
3-methyl-2-butanol + NAD+
show the reaction diagram
-
-
-
-
r
3-methylbutan-2-one + NADH + H+
3-methylbutan-2-ol + NAD+
show the reaction diagram
-
-
-
-
?
3-methylbutanal + NAD+
? + NADH + H+
show the reaction diagram
3-methylbutanol + NAD+
3-methylbutanone + NADH + H+
show the reaction diagram
133% activity compared to cyclohexanol
-
-
r
3-methylbutanol + NAD+
? + NADH
show the reaction diagram
3-methylbutyraldehyde + NADH + H+
3-methylbutanol + NAD+
show the reaction diagram
-
2.9% of the activity with acetaldehyde
-
-
?
3-methylcyclohexanol + NAD+
3-methylcyclohexanone + NADH
show the reaction diagram
-
-
-
-
r
3-methylcyclohexanol + NAD+
3-methylcyclohexanone + NADH + H+
show the reaction diagram
14% of activity compared to (S)-1-indanol
-
-
?
3-methylcyclohexanol + NAD+
?
show the reaction diagram
10% of the activity compared to isoborneol
-
-
?
3-methylcyclohexanone + NADH
3-methylcyclohexanol + NAD+
show the reaction diagram
3-methylcyclohexanone + NADH + H+
3-methylcyclohexanol + NAD+
show the reaction diagram
33% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
3-methylphenylethyl alcohol + NAD+
?
show the reaction diagram
64% activity compared to cyclohexanol
-
-
?
3-nitroacetophenone + NADH + H+
1-(3-nitrophenyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
3-nitrobenzaldehyde + NADH + H+
3-nitrobenzyl alcohol + NAD+
show the reaction diagram
3-oxo-5beta-androstan-17beta-ol + NADH
3beta,17beta-dihydroxy-5beta-androstane + NAD+
show the reaction diagram
3-oxoheptane + NADH
3-hydroxyheptane + NAD+
show the reaction diagram
-
-
-
-
?
3-pentanol + NAD+
3-pentanone + NADH + H+
show the reaction diagram
3-pentanone + NADH
pentan-3-ol + NAD+
show the reaction diagram
-
-
-
r
3-pentanone + NADPH + H+
pentan-3-ol + NADP+
show the reaction diagram
7.1% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
3-penten-2-one + NADH + H+
? + NAD+
show the reaction diagram
2% activity compared to cyclohexanone
-
-
?
3-phenyl-1-propanol + NAD+
3-phenyl-1-propanone + NADH
show the reaction diagram
3-phenyl-2-propen-1-ol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
3-phenylpropanol + NAD+
3-phenylpropanal + NADH + H+
show the reaction diagram
-
135% of the activity with 2-phenylethanol
-
-
?
3-phenylpropionaldehyde + NADH
3-phenylpropan-1-ol + NAD+
show the reaction diagram
-
1218% of the activity with phenyl trifluoromethyl ketone
-
-
?
3-phenylpropionaldehyde + NADH + H+
3-phenylpropanol + NAD+
show the reaction diagram
-
6.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
3-pyridylcarbinol + NAD+
pyridine-3-carbaldehyde + NADH
show the reaction diagram
-
-
-
-
?
3beta,12alpha-dihydroxy-5beta-cholanoic acid + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
3beta,17beta-dihydroxy-5beta-androstane + NAD+
5beta-androstan-3,17dione + NADH
show the reaction diagram
-
-
-
-
?
3beta,7alpha,12alpha-trihydroxy-5beta-cholanoic acid + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
3beta,7alpha-dihydroxy-5beta-cholanoic acid + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
3beta-hxdroxy-5alpha-cholanoate + NAD+
3-oxo-5alpha-cholanoate + NADH
show the reaction diagram
-
-
-
-
?
3beta-hydroxy-5beta-androstan-17-one + NAD+
5beta-androstan-3,17-dione + NADH
show the reaction diagram
3beta-hydroxy-5beta-cholanoate + NAD+
3-oxo-5beta-cholanoate + NADH
show the reaction diagram
-
-
-
-
?
4'-bromoacetophenone + NADH + H+
1-(4-bromophenyl)ethanol + NAD+
show the reaction diagram
-
77% of the activity with phenyl trifluoromethyl ketone
-
-
?
4'-chloroacetophenone + NADH + H+
1-(4-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
60% of the activity with phenyl trifluoromethyl ketone
-
-
?
4'-chlorobutyrophenone + NADH + H+
1-(4-chlorophenyl)butan-1-ol + NAD+
show the reaction diagram
-
10% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
4-acetylpyridine + NADH + H+
(R)-1-(4-pyridyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
4-acetylpyridine + NADH + H+
1-pyridin-4-ylethanol + NAD+
show the reaction diagram
-
64.5fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
4-bromobenzyl alcohol + NAD+
4-bromobenzaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
4-bromobenzylalcohol + NAD+
4-bromobenzaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
4-carboxybenzaldehyde + NADH + H+
4-carboxybenzyl alcohol + NAD+
show the reaction diagram
-
-
-
-
?
4-carboxybenzaldehyde + NADH + H+
4-carboxybenzylalcohol + NAD+
show the reaction diagram
-
-
-
-
?
4-chloroacetophenone + NADH
1-(4-chlorophenyl)ethanol + NAD+
show the reaction diagram
4-chloroacetophenone + NADH + H+
1-(4-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
4-chlorobenzaldehyde + NADH + H+
4-chlorobenzyl alcohol + NAD+
show the reaction diagram
-
-
-
-
r
4-ethylcyclohexanol + NAD+
4-ethylcyclohexanone + NADH + H+
show the reaction diagram
60% activity compared to cyclohexanol
-
-
r
4-ethylcyclohexanone + NADH + H+
? + NAD+
show the reaction diagram
22% activity compared to cyclohexanone
-
-
?
4-fluoroacetophenone + NADH + H+
1-(4-fluorophenyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
4-hydroxy-2-butanone + NADH + H+
2,4-dihydroxybutane + NAD+
show the reaction diagram
-
26% of the activity with phenyl trifluoromethyl ketone
-
-
?
4-hydroxy-retinol + NAD+
4-oxo-retinal + NADH
show the reaction diagram
-
-
-
-
r
4-hydroxymethylpyrene + NAD+
4-formylpyrene + NADH + H+
show the reaction diagram
-
-
-
r
4-hydroxynonenal + NADH + H+
4-hydroxynonenol + NAD+
show the reaction diagram
-
substrate of isozyme ADH4
-
-
r
4-methoxy-1-naphthaldehyde + NAD+
4-methoxy-1-naphthol + NADH + H+
show the reaction diagram
-
fluorogenic substrate of class I and II isozymes
-
-
?
4-methoxy-1-naphthaldehyde + NAD+
4-methoxy-1-naphthyl alcohol + NADH + H+
show the reaction diagram
-
substrate for class I ADH
-
-
?
4-methoxy-1-naphthaldehyde + NADH + H+
4-methoxynaphthalene-1-carbaldehyde + NAD+
show the reaction diagram
-
substrate for class I ADH
-
-
r
4-methoxybenzaldehyde + NADH + H+
4-methoxybenzyl alcohol + NAD+
show the reaction diagram
-
-
51% of the activity with butan-2-ol
-
?
4-methoxybenzaldehyde + NADH + H+
4-methoxybenzylalcohol + NAD+
show the reaction diagram
-
13% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
4-methoxybenzyl alcohol + NAD+
4-methoxybenzaldehyde + NADH + H+
show the reaction diagram
4-methoxybenzylalcohol + NAD+
4-methoxybenzaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
r
4-methoxyphenylacetone + NADH
(2S)-1-(4-methoxyphenyl)propan-2-ol + NAD+ + H+
show the reaction diagram
-
-
-
-
?
4-methyl-1-pentanol + NAD+
4-methyl-1-pentanal + NADH
show the reaction diagram
4-methylcyclohexanol + NAD+
4-methylcyclohexanone + NADH + H+
show the reaction diagram
56% activity compared to cyclohexanol
-
-
r
4-methylcyclohexanone + NADH + H+
4-methylcyclohexanol + NAD+
show the reaction diagram
60% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
4-methylcyclohexanone + NADH + H+
? + NAD+
show the reaction diagram
25% activity compared to cyclohexanone
-
-
?
4-methylpentan-2-one + NADH + H+
4-methyl-2-pentanol + NAD+
show the reaction diagram
-
-
-
-
r
4-nitrobenzaldehyde + NADH + H+
4-nitrobenzyl alcohol + NAD+
show the reaction diagram
4-nitrobenzaldehyde + NADH + H+
4-nitrobenzylalcohol + NAD+
show the reaction diagram
-
-
-
-
?
4-nitrobenzyl alcohol + NAD+
4-nitrobenzaldehyde + NADH + H+
show the reaction diagram
94% activity compared to benzyl alcohol
-
-
?
4-nitrosodimethylaniline + NAD+
? + NADH + H+
show the reaction diagram
-
photometric assay substrate
-
-
?
4-phenylbutan-2-one + NADH
4-phenylbutan-2-ol + NAD+
show the reaction diagram
-
-
-
-
?
5-acetyl-7-chlorofuro[2,3-c]pyridine + NADH + H+
5-(1-hydroxyethyl)-7-chlorofuro[2,3-c]pyridine + NAD+
show the reaction diagram
-
-
-
-
r
5-acetylfuro[2,3-c]pyridine + NADH + H+
5-(1-hydroxyethyl)furo[2,3-c]pyridine + NAD+
show the reaction diagram
-
-
-
-
r
5-hydroxymethylfurfural + NADH + H+
(furan-2,5-diyl)dimethanol + NAD+
show the reaction diagram
mutant enzyme S109P/L116S/Y294C
-
-
?
5alpha-androstan-17beta-ol-3-one + NADH + H+
3beta,17beta-dihydroxy-5alpha-androstan + NAD+
show the reaction diagram
5alpha-pregnan-3beta-ol-20-one + NAD+
5alpha-pregnan-3,20-dione + NADH
show the reaction diagram
-
low activity
-
-
?
5beta-androstan-17beta-ol-3-one + NAD+
5beta-androstan-3,17-dione + NADH
show the reaction diagram
5beta-androstan-3beta-ol-17-one + NAD+
5beta-androstan-3,17-dione + NADH
show the reaction diagram
5beta-cholanic acid-3-one + NAD+
5beta-cholanic acid-3-ol + NAD+
show the reaction diagram
-
-
-
-
?
5beta-cholanic acid-3-one + NADH
5beta-cholanic acid-3-ol + NAD+
show the reaction diagram
-
low activity
-
-
?
5beta-pregnan-21-ol-3,20-dione hemisuccinate + NADH
5beta-pregnan-3,20,21-trione hemisuccinate + NADH
show the reaction diagram
-
-
-
-
?
5beta-pregnan-3,20-dione + NADH
?
show the reaction diagram
-
-
-
-
?
5beta-pregnan-3beta-ol-20-one + NAD+
5beta-pregnan-3,20-dione + NADH
show the reaction diagram
-
-
-
-
?
6-benzyloxy-3,5-dioxo-hexanoic acid ethyl ester + NADH + H+
(3R,5S)-6-benzyloxy-3,5-dihydroxy-hexanoic acid ethyl ester + NAD+
show the reaction diagram
-
-
-
-
-
6-methoxy-2-naphthaldehyde + NADH + H+
(6-methoxynaphthalen-2-yl)methanol + NAD+
show the reaction diagram
-
substrate for class II ADH
-
-
r
6-methoxy-2-naphthaldehyde + NADH + H+
6-methoxy-2-naphthyl alcohol + NAD+
show the reaction diagram
-
substrate for class II ADH
-
-
?
6-methoxy-2-naphthaldehyde + NADH + H+
6-methoxy-2-naphtol + NAD+
show the reaction diagram
-
class II isozyme, reductive activity
-
-
?
7-cis-retinol + NAD+
7-cis-retinal + NADH
show the reaction diagram
9-cis-retinol + NAD+
9-cis-retinal + NADH
show the reaction diagram
a primary alcohol + NAD+
an aldehyde + NADH + H+
show the reaction diagram
-
ADH3 is involved in multiple cellular pathways, as diverse as formaldehyde detoxification, retinoid metabolism and NO homeostasis, ADH3 is considered to play only a minor role in hepatic alcohol metabolism because ethanol concentrations rarely exceed 50 mM
-
-
?
acetaldehyde + NADH + H+
ethanol + NAD+
show the reaction diagram
acetaldehyde + NADH + H+
ethanol + NAD+ + H+
show the reaction diagram
acetaldehyde + NADPH + H+
ethanol + NADP+
show the reaction diagram
acetoin + NAD+
diacetyl + NADH
show the reaction diagram
18% of the activity with 2,3-butanediol
-
-
?
acetoin + NADH + H+
2,3-butanediol + NAD+
show the reaction diagram
-
-
-
r
acetoin + NADH + H+
3-hydroxy-2-butanol + NAD+
show the reaction diagram
-
-
-
-
r
acetoin + NADH + H+
butan-2,3-diol + NAD+
show the reaction diagram
-
-
-
?
acetone + NAD+ + H2O
? + NADH + H+
show the reaction diagram
about 5% of the activity with 1-octanol
-
-
r
acetone + NADH
isopropanol + NAD+
show the reaction diagram
acetone + NADH + H+
2-propanol + NAD+
show the reaction diagram
-
-
-
-
?
acetone + NADH + H+
propan-2-ol + NAD+
show the reaction diagram
-
1.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
acetone + NADPH + H+
propan-2-ol + NADP+
show the reaction diagram
14.7% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
acetophenone + NADH
(R)-alpha-phenyl ethanol + NAD+
show the reaction diagram
-
the enzyme exhibits high stereoselectivity in the desymmetrization of the prochiral ketone acetophenone, producing optically pure (R)-alpha-phenyl ethanol at high conversion
-
-
?
acetophenone + NADH + H+
(R)-1-phenylethanol + NAD+
show the reaction diagram
-
6% of the activity with phenyl trifluoromethyl ketone, in the reverse reaction 87% of the activity with 2-propanol
99% enantiomeric excess
-
?
acetophenone + NADH + H+
(S)-(-)-1-phenylethanol + NAD+
show the reaction diagram
-
more than 99% enantiomeric excess
-
-
r
acetophenone + NADH + H+
(S)-1-phenylethanol + NAD+
show the reaction diagram
-
-
99% enantiomeric excess
-
r
acetophenone + NADH + H+
1-phenylethanol + NAD+
show the reaction diagram
acetophenone + NADPH + H+
1-phenylethanol + NADP+
show the reaction diagram
acetylacetone + 2 NADH + 2 H+
2,4-pentanediol + 2 NAD+
show the reaction diagram
-
-
-
-
r
acetylacetone + NADH + H+
?
show the reaction diagram
-
63% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
acetylacetone + NADH + H+
acetophenone + NADH + H+
show the reaction diagram
1% activity compared to cyclohexanone
1% activity compared to cyclohexanone
-
r
acetylpyrazine + NADH + H+
(R)-1-(pyrazyl)ethanol + NAD+
show the reaction diagram
-
-
-
-
r
alcohol + NAD+
aldehyde or ketone + NADH
show the reaction diagram
all-trans-retinal + NADH + H+
all-trans-retinol + NAD+
show the reaction diagram
-
-
-
-
?
all-trans-retinol + NAD+
all-trans-retinal + NADH
show the reaction diagram
allyl alcohol + NAD+
acrolein + NADH
show the reaction diagram
allyl alcohol + NAD+
prop-2-en-1-al + NADH
show the reaction diagram
allylalcohol + NAD+
prop-2-enal + NADH + H+
show the reaction diagram
-
-
-
?
alpha-ethyl benzoylformate + NADH + H+
ethyl (R)-()-mandelate + NAD+
show the reaction diagram
-
-
95% enantiomeric excess
-
r
alpha-methyl benzoylformate + NADH + H+
methyl (R)-mandelate + NAD+
show the reaction diagram
-
-
92% enantiomeric excess
-
r
alpha-tetralone + NADH + H+
(S)-alpha-tetralol + NAD+
show the reaction diagram
alpha-tetralone + NADH + H+
alpha-tetralol + NAD+
show the reaction diagram
-
-
-
-
r
anisaldehyde + NADH
anisic alcohol + NADH
show the reaction diagram
-
-
-
-
?
anisaldehyde + NADH + H+
anisic alcohol + NAD+
show the reaction diagram
-
-
-
-
?
benzaldehyde + NADH
benzyl alcohol + NAD+
show the reaction diagram
benzaldehyde + NADH + H+
benzyl alcohol + NAD+
show the reaction diagram
benzaldehyde + NADPH + H+
benzyl alcohol + NADP+
show the reaction diagram
benzil + NADH + H+
(R)-benzoin + NAD+
show the reaction diagram
62% of the activity compared to 1-phenyl-1,2-propanedione. The enzyme catalyses the asymmetric reduction of benzil to (R)-benzoin with both excellent conversion (98%) and optical purity (98%) by way of an efficient in situ NADH-recycling system involving a second thermophilic ADH
-
-
?
benzoin + NADH + H+
1,2-diphenylethane-1,2-diol
show the reaction diagram
-
13% of activity with N-benzyl-3-pyrrolidinone
-
-
?
benzoylformic acid + NADPH + H+
mandelate + NADP+
show the reaction diagram
2.4% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
benzyl aclohol + NAD+
benzaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
benzyl alcohol + NAD+
benzaldehyde + NADH
show the reaction diagram
benzyl alcohol + NAD+
benzaldehyde + NADH + H+
show the reaction diagram
benzyl alcohol + NADP+
benzaldehyde + NADPH + H+
show the reaction diagram
benzylacetone + NADH + H+
4-phenylbutan-2-ol + NAD+
show the reaction diagram
benzylalcohol + NAD+
benzaldehyde + NADH + H+
show the reaction diagram
benzyloxycarbonyl-3-pyrrolidinone + NADH + H+
(S)-benzyloxycarbonyl-3-pyrrolidinol + NAD+
show the reaction diagram
-
production with 99.6% enantiomeric excess
-
-
?
butan-2,3-diol + NAD+
acetoin + NADH + H+
show the reaction diagram
-
-
-
?
butan-2-ol + NAD+
butan-2-one + NADH
show the reaction diagram
butan-2-ol+ NAD+
butanone + NADH + H+
show the reaction diagram
-
-
83% of the activity with butan-2-ol
-
?
butan-2-one + NADH
butan-2-ol + NAD+
show the reaction diagram
butanal + NADH
1-butanol + NAD+ + H+
show the reaction diagram
-
% of the activity with phenyl trifluoromethyl ketone
-
-
ir
butanol + NAD+
1-butanal + NADH + H+
show the reaction diagram
butanol + NAD+
butanal + NADH
show the reaction diagram
-
-
-
-
?
butanol + NAD+
butyraldehyde + NADH
show the reaction diagram
butanol + NAD+
butyraldehyde + NADH + H+
show the reaction diagram
butanol + NAD+
n-butanal + NADH
show the reaction diagram
-
-
-
?
butyraldehyde + NAD+
n-butanol + NADH + H+
show the reaction diagram
-
-
-
-
r
butyraldehyde + NADH
n-butanol + NAD+
show the reaction diagram
butyraldehyde + NADH + H+
butanol + NAD+
show the reaction diagram
-
56% of the activity with acetaldehyde
-
-
?
butyraldehyde + NADH + H+
n-butanol + NAD+
show the reaction diagram
butyraldehyde + NADPH + H+
butanol + NADP+
show the reaction diagram
-
22% of the activity with NADH
-
-
?
capronaldehyde + NADH
1-hexanol + NAD+
show the reaction diagram
chloroacetone + NADH + H+
1-chloro-2-propanol + NAD+
show the reaction diagram
-
-
-
-
r
chloroacetone + NADH + H+
1-chloropropan-2-ol + NAD+
show the reaction diagram
choline + NAD+
? + NADH + H+
show the reaction diagram
3% activity compared to benzyl alcohol
-
-
?
cinnamaldehyde + NADH + H+
cinnamyl alcohol + NAD+
show the reaction diagram
-
-
-
-
r
cinnamyl alcohol + NAD+
cinnamaldehyde + NADH
show the reaction diagram
cinnamyl alcohol + NAD+
cinnamaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
r
cis-4-methylcyclohexanol + NAD+
4-methylcyclohexanone + NADH
show the reaction diagram
-
-
-
-
?
cis-decahydro-1-naphthol + NAD+
?
show the reaction diagram
11% of activity compared to (S)-1-indanol
-
-
?
crotyl alcohol + NAD+
crotonaldehyde + NADH
show the reaction diagram
cycloheptanol + NAD+
cycloheptanone + NADH + H+
show the reaction diagram
cycloheptanone + NADH
cycloheptanol + NAD+
show the reaction diagram
cyclohexanol + NAD+
cyclohexanone + NADH
show the reaction diagram
cyclohexanol + NAD+
cyclohexanone + NADH + H+
show the reaction diagram
cyclohexanone + NADH
cyclohexanol + NAD+
show the reaction diagram
cyclohexanone + NADH + H+
?
show the reaction diagram
-
activity is 2.1fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
cyclohexanone + NADH + H+
cyclohexanol + NAD+
show the reaction diagram
cyclooctanone + NADH
cyclooctanol + NAD+
show the reaction diagram
-
-
-
-
?
cyclopentanol + NAD+
? + NADH
show the reaction diagram
cyclopentanol + NAD+
cyclopentanone + NADH + H+
show the reaction diagram
cyclopentanone + NADH
cyclopentanol + NAD+
show the reaction diagram
-
-
-
-
?
cyclopentanone + NADH + H+
? + NAD+
show the reaction diagram
1% activity compared to cyclohexanone
-
-
?
cyclopetanone + NADH
cyclopentanol + NADH
show the reaction diagram
-
-
-
-
?
D-arabinose + NADH + H+
D-arabitol + NAD+
show the reaction diagram
66% of the activity with 2,3-butanediol
-
-
?
D-glucitol + NAD+
? + NADH
show the reaction diagram
decahydro-2-naphthol + NAD+
?
show the reaction diagram
37% activity compared to cyclohexanol
-
-
?
decyl aldehyde + NADH + H+
1-decanol + NAD+
show the reaction diagram
21% activity compared to benzyl alcohol
-
-
?
diacetyl + NADH + H+
2,3-butandiol + NAD+
show the reaction diagram
-
-
-
-
r
diacetyl + NADH + H+
?
show the reaction diagram
diacetyl + NADH + H+
acetoin + NAD+
show the reaction diagram
150% of the activity with acetoin
-
-
?
diethylketone + NADH + H+
3-pentanol + NAD+
show the reaction diagram
-
-
-
-
r
digitose + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
dihydro-4,4-dimethyl-2,3-furandione + NADH + H+
?
show the reaction diagram
-
13.1fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
dihydroxyacetone + NADH + H+
glycerol + NAD+
show the reaction diagram
36% of the activity with acetoin
-
-
?
dihydroxyacetone phosphate + NADH + H+
glycerol phosphate + NAD+
show the reaction diagram
82% of the activity with acetoin
-
-
?
DL-glyceraldehyde + H+
glycerol + NAD+
show the reaction diagram
31% of the activity with acetoin
-
-
?
docosanol + NAD+
? + NADH + H+
show the reaction diagram
-
immobilized HLAD shows about 60% reaction rate and free HLAD shows about 20% reaction rate with docosanol compared to ethanol at pH 8.8 and 30°C
-
-
?
dodecanol + NAD+
dodecanal + NADH + H+
show the reaction diagram
-
immobilized HLAD shows about 60% reaction rate and free HLAD shows about 35% reaction rate with dodecanol compared to ethanol at pH 8.8 and 30°C
-
-
?
ethanol + 2 NAD+ + H2O
acetic acid + 2 NADH + 2 H+
show the reaction diagram
ethanol + 2 NADP+ + H2O
acetic acid + 2 NADPH + 2 H+
show the reaction diagram
-
-
-
r
ethanol + 3-benzoylpyridine-adenine dinucleotide
acetaldehyde + ?
show the reaction diagram
-
rapid equilibrium bi bi mechanism
-
-
-
ethanol + beta-NAD+
acetaldehyde + NADH + H+
show the reaction diagram
-
-
-
-
?
ethanol + NAD+
acetaldehyde + NADH
show the reaction diagram
ethanol + NAD+
acetaldehyde + NADH + H+
show the reaction diagram
ethanol + NAD+
aldehyde + NADH + H+
show the reaction diagram
-
immobilized HLAD shows 100% reaction rate and free HLAD shows about 55% reaction rate with ethanol at pH 8.8 and 30°C
-
-
?
ethanol + NADP+
acetaldehyde + NADPH + H+
show the reaction diagram
ethyl 2-oxopropanoate + NADPH + H+
(R)-ethyl 2-hydroxypropanoate + NADP+
show the reaction diagram
294& of the activity with acetoin
-
-
r
ethyl 3-methyl-2-oxobutyrate + NADH + H+
?
show the reaction diagram
1-phenyl-1,2-propanedione and ethyl 3-methyl-2-oxobutyrate are the best substrate in the reduction reaction
-
-
?
ethyl 3-methyl-2-oxobutyrate + NADH + H+
ethyl-2-hydroxy-3-methylbutyrate + NAD+
show the reaction diagram
-
33% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl 3-oxobutanoate + NADH
ethyl 3-hydroxybutanoate + NAD+
show the reaction diagram
-
-
-
-
?
ethyl 3-oxobutanoate + NADH + H+
ethyl 3-hydroxybutanoate + NAD+
show the reaction diagram
-
309% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl 3-oxobutyrate + NADH + H+
ethyl (S)-3-hydroxybutyrate + NAD+
show the reaction diagram
-
-
-
-
-
ethyl 3-oxohexanoate + NADH
ethyl 3-hydroxyhexanoate + NAD+
show the reaction diagram
-
-
-
-
?
ethyl 3-oxopentanoate + NADH
ethyl 3-hydroxypentanoate + NAD+
show the reaction diagram
-
-
-
-
?
ethyl 3-phenyl-3-oxopropanoate + NADH
ethyl 3-phenyl-3-hydroxypropanoate + NAD+
show the reaction diagram
-
-
-
-
?
ethyl 4-bromo-3-oxobutanoate + NADH + H+
ethyl 4-bromo-3-hydroxybutanoate
show the reaction diagram
-
511% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl 4-chloro-3-oxobutanoate + NADH + H+
ethyl 4-chloro-3-hydroxybutanoate + NAD+
show the reaction diagram
-
809% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl 4-chloroacetoacetate + NADH + H+
?
show the reaction diagram
-
6.8fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
ethyl 4-chloroacetoacetate + NADH + H+
ethyl 4-chloro-3-hydroxybutanoate + NAD+
show the reaction diagram
-
-
-
-
r
ethyl 4-chloroacetoacetate + NADPH
?
show the reaction diagram
activity is 1.48fold higher than with 2-hydroxyacetophenone and NADPH
-
-
?
ethyl acetoacetate + NADH + H+
?
show the reaction diagram
-
42.4fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
ethyl acetoacetate + NADH + H+
ethyl 3-hydroxybutanoate + NAD+
show the reaction diagram
-
-
-
-
r
ethyl benzoylformate + NADH
?
show the reaction diagram
about 30% of the activity compared to isatin
-
-
?
ethyl benzoylformate + NADH
ethyl (R)-mandelate + NAD+
show the reaction diagram
-
enantiomeric excess of 99.9%
-
-
?
ethyl benzoylformate + NADH + H+
?
show the reaction diagram
23% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
ethyl benzoylformate + NADH + H+
ethyl (R)-(-)-mandelate + NAD+
show the reaction diagram
-
95% enantiomeric excess
-
-
?
ethyl benzoylformate + NADH + H+
ethyl (R)-mandelate + NAD+
show the reaction diagram
ethyl oxo(phenyl)acetate + NADH + H+
ethyl hydroxy(phenyl)acetate + NAD+
show the reaction diagram
-
100% of the activity with 2,2,2-trifluoroacetophenone
-
-
r
ethyl pyruvate + NADH
?
show the reaction diagram
ethyl pyruvate + NADH
ethyl 2-hydroxypropanoate + NAD+
show the reaction diagram
-
-
-
-
?
ethyl pyruvate + NADH + H+
ethyl 2-hydroxypropanoate + NAD+
show the reaction diagram
-
488% of the activity with phenyl trifluoromethyl ketone
-
-
?
ethyl pyruvate + NADH + H+
ethyl 2-hydroxypropionate + NAD+
show the reaction diagram
16% of the activity compared to 1-phenyl-1,2-propanedione
-
-
?
ethyl pyruvate + NADH + H+
ethyl lactate + NAD+
show the reaction diagram
-
-
-
-
r
ethyl trifluoroacetoacetate + NADPH + H+
1-ethoxy-2,2,2-trifluoroethanol + NADP+
show the reaction diagram
4.3% of the activity with 2-hydroxyacetophenone and NADPH
-
-
?
ethylene glycol + NAD+
?
show the reaction diagram
ethylene glycol + NAD+
? + NADH
show the reaction diagram
ethylenglycol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
r
formaldehyde + NADH + H+
methanol + NAD+
show the reaction diagram
furfural + NADH
furfuryl alcohol + NADH
show the reaction diagram
-
activity with enzyme form ADH I, no activity with enzyme form ADH II
-
r
furfural + NADH + H+
furfuryl alcohol + NADH
show the reaction diagram
mutant enzyme S109P/L116S/Y294C
-
-
?
furfuryl alcohol + NAD+
furfural + NADH
show the reaction diagram
glutaraldehyde + NADH + H+
?
show the reaction diagram
-
70.8fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
glycerol + 2 NAD+ + H2O
? + 2 NADH + 2 H+
show the reaction diagram
about 45% of the activity with ethanol
-
-
r
glycerol + NAD+
dihydroxyacetone + NADH
show the reaction diagram
glycerol + NAD+
dihydroxyacetone + NADH + H+
show the reaction diagram
-
-
-
-
?
heptaldehyde + NADH + H+
? + NAD+
show the reaction diagram
33% activity compared to benzyl alcohol
-
-
?
heptan-2-ol + NAD+
heptan-2-one + NADH
show the reaction diagram
-
-
-
-
?
heptan-4-ol + NAD+
heptan-4-one + NADH
show the reaction diagram
-
-
-
-
?
hexadecanol + NAD+
hexadecanal + NADH
show the reaction diagram
-
very low activity
-
-
?
hexadecanol + NAD+
hexadecanal + NADH + H+
show the reaction diagram
-
immobilized HLAD shows about 60% reaction rate and free HLAD shows about 15% reaction rate with hexadecanol compared to ethanol at pH 8.8 and 30°C
-
-
?
hexaldehyde + NADH + H+
1-hexanol + NAD+
show the reaction diagram
7% activity compared to benzyl alcohol
-
-
?
hexan-1-ol + NAD+
n-hexanal + NADH
show the reaction diagram
hexan-2-ol + NAD+
2-hexanone + NADH
show the reaction diagram
-
-
-
-
?
hexanal + NADH + H+
1-hexanone + NAD+
show the reaction diagram
-
49% of the activity with acetaldehyde
-
-
?
hexanal + NADH + H+
hexan-1-ol + NAD+
show the reaction diagram
16% of the activity with acetoin
-
-
?
hexanal + NADH + H+
n-hexanol + NAD+
show the reaction diagram
-
22.3fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
hexanal + NADPH + H+
1-hexanone + NADP+
show the reaction diagram
-
24% of the activity with NADH
-
-
?
hexanol + NAD+
hexaldehyde + NADH
show the reaction diagram
-
-
-
-
?
hexanol + NAD+
hexanal + NADH
show the reaction diagram
-
-
-
-
?
hexanol + NAD+
n-hexanal + NADH
show the reaction diagram
hydrocinnamaldehyde + NADH + H+
hydrocinnamyl alcohol + NAD+
show the reaction diagram
12% activity compared to benzyl alcohol
-
-
r
hydrocinnamyl alcohol + NAD+
hydrocinnamaldehyde + NADH + H+
show the reaction diagram
31% activity compared to benzyl alcohol
-
-
r
hydroxyacetone + NADH + H+
propane-1,2-diol + NAD+
show the reaction diagram
-
27% of the activity with N-benzyl-3-pyrrolidinone
-
-
?
isatin + NADH
?
show the reaction diagram
-
-
-
?
isatin + NADH + H+
? + NAD+
show the reaction diagram
iso-propanol + NAD+
isopropanal + NADH + H+
show the reaction diagram
isoamylalcohol + 2 NAD+ + H2O
? + 2 NADH + 2 H+
show the reaction diagram
about 5% of the activity with 1-octanol
-
-
r
isoborneol + NAD+
?
show the reaction diagram
isoborneol is the best substrate in the oxidation reaction
-
-
?
isobutyl alcohol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
isobutyraldehyde + NADH + H+
isobutanol + NAD+
show the reaction diagram
-
-
-
-
r
isobutyramide + NAD+
?
show the reaction diagram
-
-
-
-
r
isopentanol + NAD+
? + NADH + H+
show the reaction diagram
low affinity
-
-
?
isopentenyl alcohol + NAD+
isopentanone + NADH
show the reaction diagram
-
-
-
-
?
isopropanol + 2 NAD+ + H2O
? + 2 NADH + 2 H+
show the reaction diagram
isopropanol + NAD+
2-propanone + NADH + H+
show the reaction diagram
-
-
-
r
isopropanol + NAD+
acetone + NADH + H+
show the reaction diagram
levulinic acid + NADH + H+
?
show the reaction diagram
-
11% of activity with N-benzyl-3-pyrrolidinone
-
-
?
m-chlorophenacyl chloride + NADH + H+
2-chloro-1-(3-chlorophenyl)ethanol + NAD+
show the reaction diagram
-
4.6fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
m-nitrobenzaldehyde + NAD+
m-nitrobenzyl alcohol + NADH + H+
show the reaction diagram
-
substrate of class IV ADH
-
-
?
m-nitrobenzaldehyde + NADH + H+
m-nitrobenzyl alcohol + NAD+
show the reaction diagram
methanol + 2 NAD+ + H2o
formic acid + 2 NADH + 2 H+
show the reaction diagram
about 25% of the activity with 1-octanol
-
-
r
methanol + NAD+
formaldehyde + NADH + H+
show the reaction diagram
methyl 3-oxobutanoate + NADH + H+
methyl 3-hydroxybutanoate + NAD+
show the reaction diagram
-
130% of the activity with phenyl trifluoromethyl ketone
-
-
?
methyl 4-bromo-3-oxobutanoate + NADH + H+
methyl 4-bromo-3-hydroxybutanoate + NAD+
show the reaction diagram
-
164% of the activity with phenyl trifluoromethyl ketone
-
-
?
methyl acetoacetate + NADH + H+
methyl 3-hydroxybutanoate + NAD+
show the reaction diagram
-
-
-
-
r
methyl benzoylformate + NADH
?
show the reaction diagram
methyl benzoylformate + NADH + H+
methyl (R)-(-)-mandelate + NAD+
show the reaction diagram
-
92% enantiomeric excess
-
-
?
methyl benzoylformate + NADH + H+
methyl (S)-mandelate + NAD+
show the reaction diagram
-
6 h, 100% conversion, 17% enantiomeric excess
-
r
methyl glyoxal + NADH + H+
?
show the reaction diagram
-
3.5fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
methyl o-chlorobenzoylformate + NADH
?
show the reaction diagram
about 55% of the activity compared to isatin
-
-
?
methyl o-chlorobenzoylformate + NADH + H+
methyl (R)-o-chloromandelate + NAD+
show the reaction diagram
-
6 h, 99% conversion, 72% enantiomeric excess
-
r
methyl oxo(phenyl)acetate + NADH + H+
methyl hydroxy(phenyl)acetate + NAD+
show the reaction diagram
-
57% of the activity with 2,2,2-trifluoroacetophenone
-
-
r
methyl pyruvate + NADH + H+
methyl 2-hydroxypropanoate + NAD+
show the reaction diagram
-
18.9fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
methyl pyruvate + NADH + H+
methyl lactate + NAD+
show the reaction diagram
-
-
-
-
r
methylbenzoylformate + NADH + H+
?
show the reaction diagram
-
13% of the activity with 2,2,2-trifluoroacetophenone
-
-
?
methylcrotonyl alcohol + NAD+
methylcrotonaldehyde + NADH
show the reaction diagram
-
-
-
-
?
methylglyoxal + NADH
? + NADH
show the reaction diagram
-
11.9% of the activity with acetaldehyde
-
-
?
N-benzyl-3-piperidone + NADH + H+
N-benzylpiperidin-3-ol + NAD+
show the reaction diagram
-
2.3fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
N-benzyl-3-pyrrolidinol + NAD+
1-benzylpyrrolidin-3-one + NADH + H+
show the reaction diagram
-
33% of the activity with (S)-N-benzyl-3-pyrrolidinol
-
-
?
N-benzyl-3-pyrrolidinone + NADH + H+
(R)-N-benzyl-3-pyrrolidinol + NAD+
show the reaction diagram
-
(R)-stereoselectivity of the reduction carried out with the heat-treated cells
-
-
r
N-benzyl-3-pyrrolidinone + NADH + H+
(S)-N-benzyl-3-pyrrolidinol + NAD+
show the reaction diagram
N-benzyl-4-piperidone + NADH + H+
N-benzylpiperidin-4-ol + NAD+
show the reaction diagram
-
10.7fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
n-butanal + NADH + H+
n-butanol + NAD+
show the reaction diagram
-
-
-
-
?
n-butanol + NAD+
butanal + NADH
show the reaction diagram
-
low activity
-
-
?
n-butanol + NAD+
butylaldehyde + NADH + H+
show the reaction diagram
n-butanol + NAD+
butyraldehyde + NADH
show the reaction diagram
-
-
-
-
?
n-butanol + NAD+
butyraldehyde + NADH + H+
show the reaction diagram
-
-
-
-
r
n-butanol + NAD+
n-butanal + NADH
show the reaction diagram
n-butanol + NAD+
n-butanal + NADH + H+
show the reaction diagram
-
-
-
-
?
n-butanol + NADH + H+
butyraldehyde + NAD+
show the reaction diagram
-
-
-
-
r
n-butylaldehyde + NADH + H+
butanal + NAD+
show the reaction diagram
-
activity is 1.8fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
n-butyraldehyde + NADH + H+
n-butanol + NAD+
show the reaction diagram
-
7.3fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
n-decanol + NAD+
n-decanal + NADH
show the reaction diagram
-
-
-
-
r
n-hexanol + NAD+
n-hexanal + NADH
show the reaction diagram
-
-
-
-
r
n-hexylaldehyde + NADH + H+
hexanal + NAD+
show the reaction diagram
-
activity is 1.6fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
n-octylaldehyde + NADH + H+
n-octanol + NAD+
show the reaction diagram
-
activity is 1.7fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
n-pentanol + NAD+
pentanal + NADH + H+
show the reaction diagram
-
-
-
-
?
n-pentylaldehyde + NADH + H+
n-pentanol + NAD+
show the reaction diagram
-
-
-
-
r
n-propanol + NAD+
n-propanal + NADH
show the reaction diagram
-
-
-
-
r
n-propanol + NAD+
propanal + NADH
show the reaction diagram
n-propanol + NAD+
propanal + NADH + H+
show the reaction diagram
n-propanol + NAD+
propionaldehyde + NADH
show the reaction diagram
-
-
-
-
?
N-tert-butoxycarbonyl-3-pyrrolidinone + NADH + H+
(S)-N-tert-butoxycarbonyl-3-pyrrolidinol + NAD+
show the reaction diagram
-
production of (S)-N-tert-butoxycarbonyl-3-pyrrolidinol with 99.6% enantiomeric excess
-
-
?
n-valeraldehyde + NADH + H+
n-pentanol + NAD+
show the reaction diagram
-
activity is 2.8fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
nonyl aldehyde + NADH + H+
1-nonanol + NAD+
show the reaction diagram
25% activity compared to benzyl alcohol
-
-
?
nonylphenol polyethoxylate 9 + NAD+
? + NADH
show the reaction diagram
7% activity compared to benzyl alcohol
-
-
?
octan-1-ol + NAD+
n-octanal + NADH
show the reaction diagram
octan-2-ol + NAD+
octan-2-one + NADH
show the reaction diagram
octanal + NAD+ + H2O
octanoic acid + NADH + H+
show the reaction diagram
octanal + NADH + H+
octanol + NAD+
show the reaction diagram
octanoic acid + 2 NADH + 2 H+
1-octanol + 2 NAD+ + H2o
show the reaction diagram
-
-
-
r
octanol + NAD+
octanal + NADH
show the reaction diagram
octanol + NAD+
octanal + NADH + H+
show the reaction diagram
octyl aldehyde + NADH + H+
1-octanol + NAD+
show the reaction diagram
29% activity compared to benzyl alcohol
-
-
?
octylphenol polyethoxylate 2 + NAD+
? + NADH
show the reaction diagram
59% activity compared to benzyl alcohol
-
-
?
octylphenol polyethoxylate 8 + NAD+
? + NADH
show the reaction diagram
7% activity compared to benzyl alcohol
-
-
?
oxalacetic acid + NADH + H+
?
show the reaction diagram
-
14% of activity with N-benzyl-3-pyrrolidinone
-
-
?
oxaloacetate + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
p-chlorobenzaldehyde + NADH + H+
p-chlorobenzyl alcohol + NAD+
show the reaction diagram
-
1.2fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
p-methoxybenzyl alcohol + NAD+
p-methoxybenzaldehyde + NADH + H+
show the reaction diagram
p-nitrobenzaldehyde + NADH
p-nitrobenzyl alcohol + NAD+
show the reaction diagram
-
-
-
-
?
p-nitrobenzaldehyde + NADH + H+
p-nitrobenzyl alcohol + NAD+
show the reaction diagram
-
substrate of isozyme ADH4
-
-
r
p-nitrobenzyloxycarbonyl-3-pyrrolidinone + NADH + H+
(S)-N-p-nitrobenzyloxycarbonyl-3-pyrrolidinol + NAD+
show the reaction diagram
-
production with 90.7% enantiomeric excess
-
-
?
p-nitrophenyl octanoate + H2O
p-nitrophenol + octanoate
show the reaction diagram
-
acid-assisted nucleophilic catalysis involving the ammonium ion of Lys and the thiolate of Cys in the acyl-oxygen cleavage
-
?
pentan-1-ol + NAD+
pentanal + NADH + H+
show the reaction diagram
-
-
76% of the activity with butan-2-ol
-
?
pentan-2-ol + NAD+
2-pentanone + NADH
show the reaction diagram
pentan-2-ol + NAD+
pentan-2-one + NADH + H+
show the reaction diagram
pentan-3-ol + NAD+
3-pentanone + NADH
show the reaction diagram
pentan-3-ol + NAD+
3-pentanone + NADH + H+
show the reaction diagram
-
-
-
-
r
pentanal + NADH
1-pentanol + NAD+ + H+
show the reaction diagram
-
132% of the activity with phenyl trifluoromethyl ketone, in the reverse reaction 5% of the activity with 2-propanol
-
-
?
pentanol + NAD+
1-pentanal + NADH + H+
show the reaction diagram
about 10% of the activity with ethanol or 1-propanol
-
-
?
pentanol + NAD+
n-pentanal + NADH
show the reaction diagram
pentanol + NAD+
pentanal + NADH + H+
show the reaction diagram
pentanol + NAD+
pentanone + NADH
show the reaction diagram
pentanol + NAD+
valeraldehyde + NADH + H+
show the reaction diagram
-
240% activity compared to cyclohexanone
-
r
phenyl trifluoromethyl ketone + NADH + H+
(S)-1-phenyltrifluoroethanol + NAD+
show the reaction diagram
-
-
more than 99% enantiomeric excess
-
?
phenylacetaldehyde + NADH
phenylethanol + NAD+
show the reaction diagram
phenylalaninol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
phenylethanol + NAD+
phenylacetaldehyde + NADH
show the reaction diagram
-
R-(+)-phenylethanol and S-(-)-phenylethanol
-
-
?
phenylethanol + NAD+
phenylacetaldehyde + NADH + H+
show the reaction diagram
-
15% of activity with N-benzyl-3-pyrrolidinol
-
-
?
phenylglyoxylic acid + NADH + H+
hydroxy(phenyl)acetic acid + NAD+
show the reaction diagram
-
enzyme covalently immobilized to magnetic Fe3O4 nanoparticles via glutaraldehyde retains 48.77% activity of its original activity
-
-
?
phytol + NAD+
phytenal + NADH + H+
show the reaction diagram
-
-
-
-
?
polyoxyethylene 8 decyl ether + NAD+
? + NADH
show the reaction diagram
12% activity compared to benzyl alcohol
-
-
?
primary or secondary alcohol + NAD+
aldehyde or ketone + NADH
show the reaction diagram
prop-2-en-1-ol + NAD+
? + NADH
show the reaction diagram
-
140.6% of the activity with ethanol
-
-
?
prop-2-en-1-ol+ NAD+
prop-2-enal + NADH + H+
show the reaction diagram
-
-
85% of the activity with butan-2-ol
-
?
propan-1,2-diol + NAD+
? + NADH
show the reaction diagram
propan-1-ol + NAD+
propanal + NADH + H+
show the reaction diagram
propan-1-ol+ NAD+
propanal + NADH + H+
show the reaction diagram
-
-
68% of the activity with butan-2-ol
-
r
propan-2-ol + NAD+
acetone + NADH
show the reaction diagram
propan-2-ol + NAD+
acetone + NADH + H+
show the reaction diagram
propan-2-ol+ NAD+
acetone + NADH + H+
show the reaction diagram
-
-
79% of the activity with butan-2-ol
-
?
propanal + NADH + H+
propan-1-ol + NAD+
show the reaction diagram
-
-
38% of the activity with butan-2-ol
-
r
propanol + NADH
propionaldehyde + NADH
show the reaction diagram
propionaldehyde + NADH
propanol + NAD+
show the reaction diagram
propionaldehyde + NADH + H+
1-propanol + NAD+
show the reaction diagram
-
-
-
-
r
propionaldehyde + NADH + H+
?
show the reaction diagram
-
activity is 1.1fold higher than with N-benzyl-3-pyrrolidinone
-
-
?
propiophenone + NADH + H+
1-phenylpropan-1-ol + NAD+
show the reaction diagram
-
27% of activity with N-benzyl-3-pyrrolidinone
-
-
?
pyridine 2-aldehyde + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
pyridine 3-aldehyde + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
pyridine 4-aldehyde + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
-
r
pyridine-3-aldehyde + NADH + H+
pyridin-3-yl ethanol + NAD+
show the reaction diagram
-
82% of activity with N-benzyl-3-pyrrolidinone
-
-
?
pyridine-4-aldehyde + NADH + H+
pyridin-4-yl methanol + NAD+
show the reaction diagram
-
4.4fold higher activity compared to activity with N-benzyl-3-pyrrolidinone
-
-
?
pyruvaldehyde + NADH + H+
lactaldehyde + NAD+
show the reaction diagram
81% of the activity with acetoin
-
-
?
R-(+)-1-phenylethanol + NAD+
1-phenylethanone + NADH
show the reaction diagram
-
-
-
-
-
R-(+)-cis-verbenol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
R-(+)-trans-bicyclo(2.2.1)-heptanol + NAD+
R-(+)-trans-bicyclo(2.2.1)-heptanal + NADH
show the reaction diagram
-
R-(+)-trans-bicyclo(2.2.1)-heptanol and S-(-)-trans-bicyclo(2.2.1)-heptanol
-
-
?
rac-3-methylcyclohexanone + NADH + H+
(1S,3S)-3-methylcyclohexanol + NAD+
show the reaction diagram
-
-
-
-
?
retinal + NADH + H+
retinol + NAD+
show the reaction diagram
-
substrate of isozyme ADH4
-
-
r
retinol + NAD+
retinal + NADH
show the reaction diagram
-
-
-
-
?
S-(-)-1-phenylethanol + NAD+
1-phenylethanone + NADH
show the reaction diagram
-
-
-
-
-
S-(-)-cis-bicyclo(2.2.1)-heptanol + NAD+
S-(-)-cis-bicyclo(2.2.1)-heptanal + NADH
show the reaction diagram
-
-
-
-
?
secondary alcohol + NAD+
aldehyde + NADH
show the reaction diagram
-
-
-
-
?
tert-butyl 3-oxobutanoate + NADH + H+
tert butyl 3-hydroxybutanoate + NAD+
show the reaction diagram
-
568% of the activity with phenyl trifluoromethyl ketone
-
-
?
tert-butyl acetoacetate + NADH + H+
?
show the reaction diagram
-
-
-
-
?
tetracosanol + NAD+
? + NADH + H+
show the reaction diagram
-
immobilized HLAD shows about 55% reaction rate and free HLAD shows about 15% reaction rate with tetracosanol compared to ethanol at pH 8.8 and 30°C
-
-
?
tetrahydro-4H-pyran-4-one + NADH + H+
? + NAD+
show the reaction diagram
10% activity compared to cyclohexanone
-
-
?
tetralin-1-ol + NAD+
3,4-dihydronaphthalen-1(2H)-one + NADH + H+
show the reaction diagram
51% of the activity compared to isoborneol
-
-
?
trans-4-(N,N-dimethylamino)-cinnamaldehyde + NADH
trans-4-(N,N-dimethylamino)-cinnamyl alcohol + NAD+
show the reaction diagram
-
-
-
-
?
trans-4-methylcyclohexanol + NAD+
4-methylcyclohexanone + NADH
show the reaction diagram
-
-
-
-
?
trans-cinnamaldehyde + NADH + H+
cinnamyl alcohol + NAD+
show the reaction diagram
trans-cinnamyl alcohol + NAD+
(2E)-3-phenylprop-2-enal + NADH + H+
show the reaction diagram
-
activity is 3.9fold higher than with (S)-(-)-1-phenylethanol
-
-
?
Tris + NAD+
? + NADH
show the reaction diagram
-
-
-
-
r
Triton X-100 + NAD+
? + NADH
show the reaction diagram
7% activity compared to benzyl alcohol
-
-
?
Triton X-114 + NAD+
? + NADH
show the reaction diagram
3% activity compared to benzyl alcohol
-
-
?
Triton X-165 + NAD+
? + NADH
show the reaction diagram
24% activity compared to benzyl alcohol
-
-
?
Triton X-35 + NAD+
? + NADH
show the reaction diagram
43% activity compared to benzyl alcohol
-
-
?
Triton X-405 + NAD+
? + NADH
show the reaction diagram
19% activity compared to benzyl alcohol
-
-
?
Triton X-45 + NAD+
? + NADH
show the reaction diagram
7% activity compared to benzyl alcohol
-
-
?
tryptophol + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
valeraldehyde + NADH
1-pentanol + NAD+
show the reaction diagram
vanillyl alcohol + NAD+
vanillin + NADH
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1-butanol + NAD+
butanal + NADH + H+
show the reaction diagram
-
-
-
-
?
a primary alcohol + NAD+
an aldehyde + NADH + H+
show the reaction diagram
-
ADH3 is involved in multiple cellular pathways, as diverse as formaldehyde detoxification, retinoid metabolism and NO homeostasis, ADH3 is considered to play only a minor role in hepatic alcohol metabolism because ethanol concentrations rarely exceed 50 mM
-
-
?
acetaldehyde + NADH + H+
ethanol + NAD+
show the reaction diagram
all-trans-retinol + NAD+
all-trans-retinal + NADH
show the reaction diagram
allyl alcohol + NAD+
acrolein + NADH
show the reaction diagram
-
-
product is toxic in mouse hepatocytes due to cell protein carbonylation following exposure to crotyl alcohol
-
?
crotyl alcohol + NAD+
crotonaldehyde + NADH
show the reaction diagram
ethanol + NAD+
acetaldehyde + NADH
show the reaction diagram
ethanol + NAD+
acetaldehyde + NADH + H+
show the reaction diagram
isobutyramide + NAD+
?
show the reaction diagram
-
-
-
-
r
octanol + NAD+
octanal + NADH
show the reaction diagram
-
-
-
-
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3-benzoylpyridine-adenine dinucleotide
-
can be used as coenzyme
additional information
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ba2+
1 mM, 113% of initial activity
Ca2+
-
CaCl2 and MgCl2 are able to stabilize the enzyme at millimolar concentrations. Ca2+ stabilizes yeast ADH I by preventing the dissociation of the reduced form of the enzyme and by preventing the unfolding of the oxidized form of the enzyme. Ca2+ is fixed by the Asp236 and Glu101 side chains in yeast ADH I
copper
-
contains 0.5 mol of copper per mol of enzyme
K+
-
100 mM, 193% of initial activity; 100 mM KCl, 1.9fold activation
NaCl
-
most active at 5 M NaCl or 4 M KCl
selenium
Zn
the enzyme contains 2 gram-atoms Zn per subunit
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
1,2-dithioglycerol
-
competitive
1,2-Ethanedithiol
-
competitive
1,3-propanedithiol
-
competitive
1,4-Butanedithiol
-
competitive
1,4-dioxane
30%, 5–30% inactivation of the initial values following 5 h incubation at 50°C
1,4-dithioerythritol
-
competitive
1,4-dithiothreitol
-
competitive
1-butyl-3-methylimidazolium tetrafluoroborate
1-hydroxypyridine-2-thione
-
competitive
1-thio-1-phenylmethane
-
competitive
1-thioacetamide
-
competitive
1-thioacetate
-
competitive
1-thiobutane
-
competitive
1-thioethane
-
competitive
1-thioglycerol
-
competitive
1-thiopropane
-
competitive
1-thiosorbitol
-
competitive
12-hydroxydodecanoate
-
-
2,2'-bipyridine
2,2'-bipyridyl
2,2'-dipyridyl
2,2,2-Trifluoroethanol
2,4-Dinitrophenol
-
1 mM, complete inhibition
2-Chloroethanol
-
competitive towards ethanol
2-fluoroethanol
-
-
2-mercapto-1-methylimidazole
-
competitive
2-mercaptobenzimidazole
-
competitive
2-mercaptobenzothiazole
-
competitive
2-mercaptoethanol
2-mercaptoimidazole
-
competitive
2-phenylethanethiol
-
competitive
2-propanol
120–125% activation after incubation for 25 h in the presence of 17% 2-propanol. High concentration (30%) result in enzyme inactivation to 5–30% of the initial values following 5 h incubation at 50°C
2-pyridylethanethiol
-
competitive
2-thioacetate
-
competitive
2-thiobutane
-
competitive
2-thiopropane
-
competitive
2-thiopyridine
-
competitive
2-thiopyrimidine
-
competitive
3-butylthiolan 1-oxide
-
dead-end inhibitor to the enzyme-cofactor complex, inhibition of oxidation reaction
3-mercapto-1,2,4-triazole
-
competitive
3-thiopropionate
-
competitive
4-androsten-3,17-dione
-
competitive against substrate cyclohexanone
4-bromopyrazole
-
-
4-cyanopyrazole
-
-
4-iodopyrazole
4-methoxypyrazole
4-Methylpyrazole
4-nitropyrazole
-
-
4-octylpyrazole
-
-
4-pentylpyrazole
-
-
4-propylpyrazole
-
-
5-beta-D-ribofuranosylnicotinamide adenine dinucleotide
-
potent and specific inhibitor
5alpha-androstan-17beta-ol-3-one
-
i.e. 5alpha-dihydrotestosterone, allosteric, competitive against substrate cyclohexanone, noncompetitive against NAD+ nd ethanol
6-Thioguanine
-
competitive
6-thioguanosine
-
competitive
8-Amino-6-methoxyquinoline
-
-
8-hydroxyquinoline 5-sulfonic acid
acetaldehyde
acetone
acetonitrile
120–125% activation after incubation for 25 h in the presence of 17% acetonitrile. High concentration (30%) result in enzyme inactivation to 5–30% of the initial values following 5 h incubation at 50°C
AgNO3
all-trans-retinal
-
product inhibition
all-trans-retinoic acid
-
weak feedback inhibition
Antimycin
0.0017 mM, 95% inhibition
B4O72-
-
-
-
BaCl2
Biochanin A
-
inhibition of isoenzyme BB-ADH, no inhibition of isoenzyme AA-ADH and TT-ADH
CaCl2
-
100 mM, 30% inhibition
caffeic acid
-
mixed type of inhibition
captopril
-
competitive
CHAPS
10% (w/v), 59% inhibition
chromomycin A3
-
-
Cibacron blue
-
competitive towards NAD+
CoCl2
coenzyme A
-
competitive
CoSO4
1 mM, 11% inhibition
CuCl2
cyanide
-
competitive with nicotinamide nucleotides. NADH increases cyanide-resistance of ADH II
cyclobutyl carbinol
-
complete inhibition in vitro at 890 nM, anti-amoebic activity on trophozoites by growth inhibition of recombinant Escherichia coli cells
cyclohexylformamide
dead-end inhibition pattern
cyclopropyl carbinol
-
complete inhibition in vitro at 1820 nM, anti-amoebic activity on trophozoites by growth inhibition of recombinant Escherichia coli cells
Cys
-
competitive
cysteamine
-
competitive
daidzein
-
inhibition of isoenzyme BB-ADH, no inhibition of isoenzyme AA-ADH and TT-ADH
diethyldithiocarbamate
-
competitive
dimethyl sulfoxide
-
-
dipicolinic acid
Disulfiram
-
competitive
dithiothreitol
dodecanoic acid
-
inhibits ADH3 irrespective of substrate
ellagic acid
-
mixed type of inhibition
ethanol
FeCl2
1 mM, 57% inhibition
FeCl3
FeSO4
genistein
-
inhibition of isoenzyme BB-ADH, no inhibition of isoenzyme AA-ADH and TT-ADH
Glutaraldehyde
-
71% relative activity in the presence of 10 mM glutaraldehyde
glutathione
guanidine hydrochloride
-
-
heptafluorobutanol
-
-
heptane
50% (v/v), 99% loss of activity
hexadecane
50% (v/v), 71% loss of activity
hexadecyltrimethyl-ammonium bromide
1 mM, 79% inhibition
Hg(CH3COO)2
1 mM, 37% inhibition
HgCl2
Hydroxylamine hydrochloride
1 mM, 34% inhibition
imidazole
iodoacetamide
iodoacetate
iodoacetic acid
isoburyramide
-
competitive towards ethanol and butan-2-ol
Isobutyramide
isooctane
50% (v/v), 98% loss of activity
Isopropanol
50% (v/v), 88% loss of activity
KCN
-
1 mM, 41% inhibition
methanol
50% (v/v), 30% loss of activity
MgCl2
MgSO4
-
19% inhibition at 1 mM
MnCl2
-
24% inhibition at 1 mM
N-1-methylheptylformamide
-
inhibits isozyme gamma(2)gamma(2)
N-benzylformamide
-
inhibits isozyme beta(1)beta(1)
N-cyclopentyl-N-cyclobutylformamide
-
inhibits isozyme alphaalpha, complex structure
N-ethylmaleimide
-
1 mM, 11% inhibition
N-heptylformamide
-
inhibits isozyme beta(1)beta(1)
Na+
10 mM, 13% loss of activity
NaCl
1 mM, 12% inhibition
NAD+
-
substrate inhibition above 5 mM
NADP+
-
-
NiCl2
NO
-
Cys residues contained within the zinc/thiolate active center may be primary sites of NO interaction
o-phenanthroline
-
loses 30% of its activity immediately on addition of o-phenanthroline
Octanoic acid
p-chloromercuribenzene sulfonate
-
-
p-hydroxymercuribenzoate
-
-
p-nitrophenol
-
noncompetitive inhibition of the hydrolysis of p-nitrophenyl octanoate
PbCl2
pefabloc
10 mM, 32% inhibition
Penicillamine
-
competitive
PMSF
-
-
polyoxyethylene octylphenyl ether
1 mM, 43% inhibition
-
pyrazole
Pyridine
pyridoxal 5'-phosphate
-
inactivates by modifying its epsilon-amino group, NAD+ protects
quercetin
-
22% inhibition at 0.01 mM
S-2-Chloro-3-(imidazol-5-yl)propionate
-
inactivation at pH 8.2, R-2-chloro-3-(imidazol-5-yl)propionate has no effect
sodium dodecylsulfate
1 mM, 3% residual activity; 1 mM, no residual activity
sodium iodoacetate
-
increasing concentrations od sodium iodoacetate produce a slight decrease in activity
sulfonic acid
-
-
syringaldehyde
-
mixed type of inhibition
tert-butanol
50% (v/v), 92% loss of activity
tert-butyl hydroperoxide
-
irreversible, inactivation is associated with -SH group oxidation
testosterone
-
inhibition of isoenzyme BB-ADH, no inhibition of isoenzyme AA-ADH and TT-ADH
Thiophenol
-
competitive
Thiourea
-
competitive
Toluene
50% (v/v), 97% loss of activity
trichloroethanol
-
weak inhibition
trifluoroethanol
Triton X-100
10% (w/v), 78% inhibition
Tween 20
10% (w/v), 82% inhibition
Tween 80
Vanillin
-
mixed type of inhibition
ZnSO4
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,4-dioxane
significant increases in enzyme activity occurs after 25 h incubation at a concentration of 30%
2-mercaptoethanol
5 mM, 112% of initial activity
2-propanol
120–125% activation after incubation for 25 h in the presence of 17% 2-propanol. High concentration (30%) result in enzyme inactivation to 5–30% of the initial values following 5 h incubation at 50°C
acetonitrile
Acetylsalicylate
-
enhances activity
butyramide
-
activates ADH3
capronamide
-
activates ADH3
dithiothreitol
1 mM, 123% of initial activity
Glutaraldehyde
-
treating with 0.5% glutaraldehyde solution, the activity of the immobilized enzyme is at maximum
iodoacetamide
-
1 mM activates up to 25fold
iodoacetate
-
1 mM, 1.1fold activation
n-heptane
significant increases in enzyme activity occurs after 25 h incubation at a concentration of 30%
n-hexane
significant increases in enzyme activity occurs after 25 h incubation at a concentration of 30%
S-nitrosoglutathione
-
ADH3-mediated alcohol oxidation is promoted in the presence of S-nitrosoglutathione
TBME
significant increases in enzyme activity occurs after 25 h incubation at a concentration of 30%
tert-butanol
-
activates ADH3
tert-butyl hydroperoxide
-
stimulation up to 100 mM
Triton X-100
201% relative activity at 10% (v/v)
Urea
130% relative activity at 1 M
Valeramide
-
activates ADH3
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.25
(+)-2-methylcyclohexanone
-
-
-
9.1
(2E)-but-2-en-1-ol
pH 8.0, 55°C
-
3.3
(2E)-but-2-enal
pH 6.5, 65°C
2.4
(R)-1-indanol
65°C, pH 8.0; pH 8.0, 65°C
0.41 - 37.4
(R)-2-butanol
1.92
(R)-2-octanol
-
-
0.22 - 31.7
(R)-2-pentanol
0.02
(R)-2-phenylpropanol
-
-
1.28 - 1.3
(R)-alpha-tetralol
4.2
(S)-(+)-1-indanol
18.1
(S)-(-)-1-phenylethanol
-
65°C
4.2 - 6.4
(S)-1-indanol
18.1
(S)-1-phenylethanol
-
pH 10.5, 65°C
0.012 - 120
(S)-2-butanol
0.18
(S)-2-octanol
-
-
0.07 - 8.8
(S)-2-pentanol
0.157
(S)-2-phenylpropanol
-
-
1.05 - 4.2
(S)-alpha-tetralol
8.47
(S)-N-benzyl-3-pyrrolidinol
-
pH 8.0
1.65 - 15.84
1,2-propanediol
26.7
1,3-Propanediol
-
pH 9.0, 60°C, recombinant enzyme
0.08 - 230
1-butanol
0.000036 - 0.0038
1-formyl-6-methylpyrene
0.000035 - 0.00149
1-formyl-8-methylpyrene
0.0005 - 0.012
1-formylpyrene
0.038 - 0.67
1-Heptanol
0.035 - 0.88
1-Hexanol
0.00028 - 0.0064
1-hydroxymethyl-6-methylpyrene
0.00031 - 0.059
1-hydroxymethyl-8-methylpyrene
0.00059 - 0.076
1-hydroxymethylpyrene
5.1 - 8.7
1-Indanol
27.6
1-Indanone
-
65°C; pH 10.5, 65°C
0.025 - 3.88
1-Octanol
0.027 - 78
1-Pentanol
5.9
1-phenyl-1,2-propandione
-
pH 10.5, 65°C
5 - 12.1
1-phenyl-1,2-propanedione
0.025 - 244
1-phenylethanol
0.24 - 6.5
1-propanol
0.2
11-cis-retinal
-
reduction with NADH
0.018 - 0.28
11-cis-retinol
0.013 - 2.3
12-hydroxydodecanoate
0.056
12-Hydroxydodecanoic acid
-
-
0.086 - 0.1
12-hydroxylauric acid methyl ester
-
0.066
12-oxolauric acid methyl ester
-
wild-type, pH 8.0, 60°C
-
0.11 - 0.137
13-cis-retinal
0.257
13-cis-retinol
-
oxidation with NAD+
0.06
16-hydroxyhexadecanoate
-
-
11.9
2',3',4',5',6'-pentafluoroacetophenone
-
65°C, pH 5.0
6.3 - 23.5
2,2,2-trifluoroacetophenone
0.11
2,2-dichloroacetophenone
-
65°C, pH 5.0
61.3
2,3-Butanediol
pH 9.0, 70°C
1.05 - 11.9
2-butanol
15
2-butanone
-
-
0.35 - 60
2-Buten-1-ol
0.147
2-decanone
-
pH 8.0, 60°C
310
2-deoxy-D-ribose
-
-
0.25
2-ethoxyethanol
-
wild type enzyme, in 0.1 M glycine-NaOH buffer (pH 10.5), at 65°C
0.0021 - 0.009
2-formylpyrene
1.16
2-Heptanone
-
pH 8.0, 60°C
5.01
2-Hexanone
-
pH 8.0, 60°C
0.00048 - 0.106
2-hydroxymethylpyrene
0.021
2-Methylcyclohexanol
-
-
2.7
2-methylpropan-1-ol
-
-
0.215
2-nonanone
-
pH 8.0, 60°C
0.286
2-Octanone
-
pH 8.0, 60°C
0.752
2-Pentanol
-
pH 8.0, 60°C
5.15 - 14.2
2-Pentanone
0.864
2-phenylpropionaldehyde
-
-
0.6 - 560
2-propanol
0.025 - 0.026
3,4-dihydro-retinal
0.024 - 0.028
3,4-dihydro-retinol
0.14 - 0.9
3-bromobenzyl alcohol
4.4
3-Methoxybenzaldehyde
-
65°C
1.2 - 3.3
3-Methoxybenzyl alcohol
7.5
3-methylbutan-2-one
-
-
9.9
3-Methylcyclohexanol
65°C, pH 8.0
66
3-methylcyclohexanone
65°C, pH 5.5
0.031
3-oxo-5beta-androstan-17beta-ol
-
-
0.27 - 1.6
3-Pentanol
75
3-Pentanone
-
-
0.032
3-Phenyl-1-propanol
-
-
0.033
3-phenylpropanol
-
-
0.128 - 0.31
3beta,12alpha-dihydroxy-5beta-cholanoate
0.149 - 0.182
3beta,7alpha,12alpha-trihydroxy-5beta-cholanoate
0.35
3beta,7alpha-12alpha-trihydroxy-5beta-cholanoate
-
isoenzyme 4
0.032 - 0.071
3beta-7alpha-dihydroxy-5beta-cholanoate
0.12 - 0.4
4-bromobenzyl alcohol
0.28
4-carboxybenzaldehyde
0.14 - 1.11
4-chloroacetophenone
0.00048 - 0.0038
4-formylpyrene
0.004 - 0.015
4-hydroxy-retinol
0.00037 - 0.04
4-hydroxymethylpyrene
0.024 - 4.4
4-methoxybenzaldehyde
0.07 - 61
4-methoxybenzyl alcohol
1.3
4-methoxybenzylalcohol
-
in the presence of 3 mM NAD+, in 0.1 M glycine-NaOH, pH 9.2, at 65°C
0.131
4-methoxyphenylacetone
-
pH 8.0, 60°C
-
6.7 - 53.8
4-Methyl-1-pentanol
0.81
4-methylpentan-1-ol
-
-
0.017 - 0.027
4-oxo-retinal
0.0036 - 0.04
5alpha-androstan-17beta-ol-3-one
0.011 - 0.046
5beta-androstan-17beta-ol-3-one
0.123 - 0.164
5beta-androstan-3beta-ol-17 one
0.003 - 0.058
5beta-androstan-3beta-ol-17-one
0.008 - 0.25
5beta-cholanic acid-3-one
0.047
5beta-Pregnan-21-ol-3,20-dione hemisuccinate
-
-
0.0036
5beta-pregnan-3,20-dione
-
pH 7.3, 37°C, ADH1C*2 (gamma2gamma2)
0.027
5beta-Pregnan-3beta-ol-20-one
-
pH 7.3, 37°C, ADH1C*2 (gamma2gamma2)
0.16 - 0.242
9-cis-retinal
0.011 - 0.3
9-cis-retinol
0.0086 - 121
acetaldehyde
6.5 - 30.2
acetoin
6.6 - 135
acetone
0.2 - 0.66
acetophenone
0.011 - 0.34
all-trans-retinal
0.009 - 0.059
all-trans-retinol
0.39
allyl alcohol
-
pH 7.3, 37°C
5.3
alpha-tetralol
-
65°C
5.8
alpha-tetralone
-
65°C; pH 10.5, 65°C
0.0025 - 0.09
Anisaldehyde
0.03 - 33
benzaldehyde
0.43
benzil
-
65°C, pH 5.0
0.007 - 49
benzyl alcohol
0.0145 - 0.8
benzylalcohol
240 - 2290
beta-NAD+
0.055 - 3.31
butan-1-ol
86.8
Butan-2,3-diol
-
pH 8.8, 70°C
0.35 - 93.3
butan-2-ol
14
butan-2-one
-
-
3 - 4.24
Butanal
0.012 - 53.9
butanol
0.06 - 0.27
Butyraldehyde
0.14 - 0.25
Capronaldehyde
0.03
cinnamaldehyde
-
pH 7.7, 60°C
0.11 - 4.58
cinnamyl alcohol
1
cis-4-methylcyclohexanol
-
-
4.2
cis-decahydro-1-naphthol
65°C, pH 8.0
0.71
crotyl alcohol
-
pH 7.3, 37°C
5.1 - 9.3
cycloheptanol
0.008 - 1900
Cyclohexanol
1.39 - 14.1
cyclohexanone
1.3
Cyclopentanone
-
-
0.0172 - 5000
ethanol
16.6
ethyl 3-methyl-2-oxobutyrate
-
65°C, pH 5.0
1 - 5.3
ethyl benzoylformate
5.3
ethyl pyruvate
-
pH 6.5, 50°C, recombinant enzyme
50 - 290
ethylene glycol
4.46 - 50
formaldehyde
2.58 - 18.6
glycerol
0.012
hexaldehyde
-
-
0.0007 - 17
Hexanol
0.71
isatin
65°C, pH 5.5; pH 5.5, 65°C
2.4
iso-propanol
2 mM zinc sulfate in 100 mM glycine-NaOH (pH 10.5) at 65°C
0.81
isoborneol
-
65°C, pH 10.5
0.26 - 0.76
Isobutyraldehyde
197
Isopentanol
at pH 7.0 and 25°C
9 - 20.3
Isopropanol
1.4
m-nitrobenzaldehyde
-
isoenzyme ADH-1, pH 7.5
0.78 - 150
methanol
6.5
methyl benzoylformate
65°C, pH 5.5
2.8
methyl o-chlorobenzoylformate
65°C, pH 5.5; pH 5.5, 65°C
2.7
methyl oxo(phenyl)acetate
35
methylglyoxal
-
-
0.13 - 0.58
N-benzyl-3-pyrrolidinone
0.03 - 35.1
n-butanol
0.02 - 0.26
n-Hexanol
10.3
n-Pentanal
-
33°C, pH 8
0.19 - 7.49
n-Propanol
0.001 - 710
NAD+
0.0004 - 260
NADH
0.066 - 2.4
NADP+
0.6 - 0.84
NADPH
0.011
octan-1-ol
-
enzyme form ADH-3
0.043 - 9.6
octanal
0.0014 - 1.6
Octanol
2.9 - 5.9
p-Methoxybenzaldehyde
6.9 - 22
p-methoxybenzyl alcohol
0.2 - 4.1
pentan-1-ol
0.05
pentan-2-ol
-
-
0.225
pentan-3-ol
-
-
0.012 - 56.2
Pentanol
13.6
phenyl trifluoromethyl ketone
-
25°C, pH 7.0
0.19 - 0.91
phenylacetaldehyde
24.45 - 37.55
phenylglyoxylic acid
0.019 - 1.9
propan-1-ol
0.5 - 193
propan-2-ol
0.59
propanal
-
33°C, pH 7
0.91 - 43.9
Propanol
2.01
propanone
-
33°C, pH 7
1.24
propionaldehyde
-
-
3.4
R-(+)-1-phenylethanol
-
-
1.2
R-(+)-cis-verbenol
-
-
1.5
R-(+)-trans-bicyclo(2.2.1)-heptanol
-
-
0.011 - 0.012
retinol
3.9
S-(-)-1-phenylethanol
-
-
0.95
S-(-)-2-methylbutan-1-ol
-
-
3.8
S-(-)-cis-bicyclo(2.2.1)-heptanol
-
-
0.85
S-(-)-trans-bicyclo(2.2.1)-heptanol
-
-
0.694
tert-butyl acetoacetate
-
pH 8.0, 60°C
-
8.5
tetralin-1-ol
-
65°C, pH 10.5
1.1
trans-4-methylcyclohexanol
-
-
0.009 - 0.23
trans-cinnamaldehyde
0.2
tryptophol
-
-
0.17 - 2
Valeraldehyde
0.034 - 11
Vanillyl alcohol
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
101
(2E)-but-2-en-1-ol
Yokenella sp.
W6CX26
pH 8.0, 55°C
-
405
(2E)-but-2-enal
Yokenella sp.
W6CX26
pH 6.5, 65°C
7.1
(R)-1-indanol
Sulfolobus acidocaldarius
Q4J702
65°C, pH 8.0; pH 8.0, 65°C
1 - 2
(R)-2-butanol
0.053
(R)-2-octanol
Equus caballus
-
-
1.01 - 1.9
(R)-2-pentanol
13.5
(R)-alpha-tetralol
Sulfolobus acidocaldarius
Q4J702
65°C, pH 8.0; pH 8.0, 65°C
61.4
(S)-(+)-1-indanol
Thermus thermophilus
-
65°C
57
(S)-(+)-alpha-tetraol
Thermus thermophilus
-
65°C
1.1
(S)-(-)-1-phenylethanol
Thermus thermophilus
-
65°C
13.7 - 61.4
(S)-1-indanol
1.1
(S)-1-phenylethanol
Thermus thermophilus
-
pH 10.5, 65°C
1 - 4.8
(S)-2-butanol
1.52
(S)-2-octanol
Equus caballus
-
-
0.87 - 6.7
(S)-2-pentanol
2.1 - 57
(S)-alpha-tetralol
0.41 - 48.8
1-butanol
0.51 - 11.9
1-Heptanol
0.37 - 13.3
1-Hexanol
6.2 - 45.7
1-Indanol
8.3
1-Indanone
Thermus thermophilus
-
65°C; pH 10.5, 65°C
1 - 260.7
1-Octanol
0.183 - 48.8
1-Pentanol
17.1
1-phenyl-1,2-propandione
Thermus thermophilus
-
pH 10.5, 65°C
3.1 - 17.1
1-phenyl-1,2-propanedione
35.7
1-phenylethanol
Thermococcus kodakarensis
Q5JI09
pH 9.0, 70°C
0.26 - 16.6
1-propanol
0.021
11-cis-retinal
Equus caballus
-
reduction with NADH
0.022
11-cis-retinol
Equus caballus
-
oxidation with NAD+
1.03 - 20
12-hydroxydodecanoate
0.333
12-Hydroxydodecanoic acid
Homo sapiens
-
-
27.6 - 34.3
12-hydroxylauric acid methyl ester
-
308
12-oxolauric acid methyl ester
Geobacillus stearothermophilus
-
wild-type, pH 8.0, 60°C
-
0.018
13-cis-retinal
6.17
16-hydroxyhexadecanoate
Homo sapiens
-
-
3.2
2',3',4',5',6'-pentafluoroacetophenone
Sulfolobus acidocaldarius
-
65°C, pH 5.0
1.7 - 25.5
2,2,2-trifluoroacetophenone
0.65
2,2-dichloroacetophenone
Sulfolobus acidocaldarius
-
65°C, pH 5.0
43.8
2,3-Butanediol
Thermococcus kodakarensis
Q5JI09
pH 9.0, 70°C
0.48 - 4.75
2-butanol
0.12
2-butanone
Equus caballus
-
-
1.67 - 213
2-Buten-1-ol
0.4
2-decanone
Aeropyrum pernix
-
pH 8.0, 60°C
2.83
2-deoxy-D-ribose
Homo sapiens
-
-
1.6
2-ethoxyethanol
Sulfolobus solfataricus
-
wild type enzyme, in 0.1 M glycine-NaOH buffer (pH 10.5), at 65°C
0.73
2-Heptanone
Aeropyrum pernix
-
pH 8.0, 60°C
1.08
2-Hexanone
Aeropyrum pernix
-
pH 8.0, 60°C
0.7 - 1
2-nonanone
Aeropyrum pernix
-
pH 8.0, 60°C
0.74
2-Octanone
Aeropyrum pernix
-
pH 8.0, 60°C
0.6
2-Pentanol
Aeropyrum pernix
-
pH 8.0, 60°C
0.0713 - 0.77
2-Pentanone
0.24 - 287
2-propanol
0.22 - 1.22
3,4-dihydro-retinal
0.088 - 2.5
3,4-dihydro-retinol
1.2 - 2
3-bromobenzyl alcohol
3.1
3-Methoxybenzaldehyde
Thermus thermophilus
-
65°C
1.4 - 16
3-Methoxybenzyl alcohol
1.2 - 1.4
3-methoxybenzylalcohol
0.08 - 0.27
3-methyl-1-butanol
7.72
3-methyl-cyclohexanol
Sulfolobus solfataricus
-
-
1.22
3-methylbutan-2-one
Sulfolobus solfataricus
-
-
2.17 - 3.8
3-methylcyclohexanone
2.05
3-oxo-5beta-androstan-17beta-ol
Equus caballus
-
-
1.5 - 2.26
3-Pentanol
0.36
3-Pentanone
Equus caballus
-
-
7.5
3-Phenyl-1-propanol
Homo sapiens
-
-
0.683
3-Pyridylcarbinol
Homo sapiens
-
pH 7.5, anodic enzyme form
1.1 - 3.5
4-bromobenzyl alcohol
0.7
4-carboxybenzaldehyde
145 - 432
4-chloroacetophenone
0.092 - 34.2
4-hydroxy-retinol
0.6 - 20.5
4-methoxybenzaldehyde
0.37 - 25.5
4-methoxybenzyl alcohol
1.5
4-methoxybenzylalcohol
Sulfolobus solfataricus
-
in the presence of 3 mM NAD+, in 0.1 M glycine-NaOH, pH 9.2, at 65°C
0.071
4-methoxyphenylacetone
Aeropyrum pernix
-
pH 8.0, 60°C
-
6.7 - 18.6
4-Methyl-1-pentanol
4.6
4-Nitrobenzaldehyde
0.167 - 20
4-oxo-retinal
0.9
5beta-Pregnan-21-ol-3,20-dione hemisuccinate
Equus caballus
-
-
0.023
9-cis-retinal
Equus caballus
-
reduction with NADH
0.025
9-cis-retinol
Equus caballus
-
oxidation with NAD+
0.3 - 3500
acetaldehyde
13.7
acetoin
Thermococcus kodakarensis
Q5JI09
pH 6.0, 70°C
0.317 - 0.33
acetone
211 - 288
acetophenone
0.35 - 1.9
all-trans retinol
0.018 - 2.5
all-trans-retinal
0.028 - 1.55
all-trans-retinol
48.1
alpha-tetralol
Thermus thermophilus
-
65°C
7.7
alpha-tetralone
Thermus thermophilus
-
65°C; pH 10.5, 65°C
0.983
Anisaldehyde
Sulfolobus solfataricus
-
-
0.36 - 360
benzaldehyde
1.6
benzil
Sulfolobus acidocaldarius
-
65°C, pH 5.0
0.35 - 93.3
benzyl alcohol
1.4
benzylalcohol
Sulfolobus solfataricus
-
in the presence of 3 mM NAD+, in 0.1 M glycine-NaOH, pH 9.2, at 65°C
1.97 - 7.22
butan-1-ol
0.31 - 11.9
butan-2-ol
1.93
butan-2-one
Sulfolobus solfataricus
-
-
0.0833 - 118
butanol
0.94
Butyl alcohol
Equus caballus
-
-
0.36 - 931
Butyraldehyde
317 - 576
Capronaldehyde
55
cinnamaldehyde
Geobacillus stearothermophilus
-
pH 7.7, 60°C
43 - 133
cinnamyl alcohol
0.98
cis-decahydro-1-naphthol
Sulfolobus acidocaldarius
Q4J702
65°C, pH 8.0
4.4 - 7
cycloheptanol
0.167 - 15.9
Cyclohexanol
1.27 - 5.9
cyclohexanone
1.02
Cyclopentanone
Sulfolobus solfataricus
-
-
0.00086 - 3000
ethanol
26
ethyl 3-methyl-2-oxobutyrate
Sulfolobus acidocaldarius
-
65°C, pH 5.0
1.9 - 50.1
ethyl benzoylformate
50.1
ethyl oxo(phenyl)acetate
Thermus thermophilus
-
pH 10.5, 65°C
-
3.97
ethyl pyruvate
Carboxydothermus hydrogenoformans
-
pH 6.5, 50°C, recombinant enzyme
0.75 - 4.5
ethylene glycol
56.6
hexaldehyde
Equus caballus
-
-
0.167 - 86.5
Hexanol
0.99
hexyl alcohol
Equus caballus
-
-
22
isatin
Sulfolobus acidocaldarius
Q4J702
65°C, pH 5.5; pH 5.5, 65°C
16.6
isoborneol
Sulfolobus acidocaldarius
-
65°C, pH 10.5
0.82 - 29
Isobutyraldehyde
0.58
Isopropanol
Equus caballus
-
-
0.05 - 3.1
methanol
6.2
methyl benzoylformate
Sulfolobus acidocaldarius
Q4J702
65°C, pH 5.5
9.2
methyl o-chlorobenzoylformate
Sulfolobus acidocaldarius
Q4J702
65°C, pH 5.5; pH 5.5, 65°C
38.1
methyl oxo(phenyl)acetate
2.63 - 8.58
methylcrotonyl alcohol
2.58 - 195
n-butanol
2.35 - 4.08
n-Hexanol
0.4 - 443.1
NAD+
0.38 - 1646
NADH
10.5 - 283.1
NADP+
433 - 4808
NADPH
1.85
octan-1-ol
Coturnix coturnix
-
enzyme form ADH-3
3.33 - 518.4
octanal
0.038 - 8.33
Octanol
0.24
p-nitrophenyl octanoate
Equus caballus
-
-
2.92
pentan-1-ol
3.82
pentan2-ol
Sulfolobus solfataricus
-
-
0.245 - 56.2
Pentanol
202 - 303
phenylacetaldehyde
4.03
propan-1-ol
Sulfolobus solfataricus
-
-
5.8 - 53.1
propan-2-ol
17.2 - 28.7
Propanol
41.9
propionaldehyde
Equus caballus
-
-
1.17
Propyl alcohol
Equus caballus
-
-
0.087 - 0.11
retinol
0.072
tert-butyl acetoacetate
Aeropyrum pernix
-
pH 8.0, 60°C
-
9.6
tetralin-1-ol
Sulfolobus acidocaldarius
-
65°C, pH 10.5
0.21 - 18.9
trans-cinnamaldehyde
1.83
tryptophol
Homo sapiens
-
-
418 - 528
Valeraldehyde
0.467 - 8.67
Vanillyl alcohol
additional information
additional information
-
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
11
(2E)-but-2-en-1-ol
Yokenella sp.
W6CX26
pH 8.0, 55°C
210508
122
(2E)-but-2-enal
Yokenella sp.
W6CX26
pH 6.5, 65°C
38719
2.98
(R)-1-indanol
Sulfolobus acidocaldarius
Q4J702
65°C, pH 8.0; pH 8.0, 65°C
13100
10.5
(R)-alpha-tetralol
Sulfolobus acidocaldarius
Q4J702
65°C, pH 8.0; pH 8.0, 65°C
42133
2.14 - 14.6
(S)-1-indanol
4637
0.06
(S)-1-phenylethanol
Thermus thermophilus
-
pH 10.5, 65°C
4333
2 - 13.6
(S)-alpha-tetralol
14398
0.01
1,2-propanediol
862
0.69
1-butanol
Aeropyrum pernix
-
pH 8.0, 60°C
556
2.5
1-Hexanol
Aeropyrum pernix
-
pH 8.0, 60°C
1214
0.71
1-Indanol
Sulfolobus acidocaldarius
-
65°C, pH 10.5
3175
0.3
1-Indanone
Thermus thermophilus
-
pH 10.5, 65°C
3431
67.2
1-Octanol
Geobacillus thermodenitrificans
A4IP64, A4ISB9
cosubstrate NADP+, pH 8.0, 60°C
1228
1.1
1-Pentanol
Aeropyrum pernix
-
pH 8.0, 60°C
1156
2.9
1-phenyl-1,2-propandione
Thermus thermophilus
-
pH 10.5, 65°C
90130
0.25 - 1.06
1-phenyl-1,2-propanedione
3675
0.15
1-phenylethanol
Thermococcus kodakarensis
Q5JI09
pH 9.0, 70°C
3432
0.25
1-propanol
Aeropyrum pernix
-
pH 8.0, 60°C
660
320 - 340
12-hydroxylauric acid methyl ester
210505
4700
12-oxolauric acid methyl ester
Geobacillus stearothermophilus
-
wild-type, pH 8.0, 60°C
210506
0.27
2',3',4',5',6'-pentafluoroacetophenone
19167
0.42 - 2.3
2,2,2-trifluoroacetophenone
4175
5.91
2,2-dichloroacetophenone
Sulfolobus acidocaldarius
-
65°C, pH 5.0
37992
0.71
2,3-Butanediol
Thermococcus kodakarensis
Q5JI09
pH 9.0, 70°C
2004
0.46
2-butanol
Aeropyrum pernix
-
pH 8.0, 60°C
1132
2.7
2-decanone
Aeropyrum pernix
-
pH 8.0, 60°C
7438
0.62
2-Heptanone
Aeropyrum pernix
-
pH 8.0, 60°C
3777
0.22
2-Hexanone
Aeropyrum pernix
-
pH 8.0, 60°C
3966
3.3
2-nonanone
Aeropyrum pernix
-
pH 8.0, 60°C
9505
2.6
2-Octanone
Aeropyrum pernix
-
pH 8.0, 60°C
5474
0.79
2-Pentanol
Aeropyrum pernix
-
pH 8.0, 60°C
2329
0.15
2-Pentanone
Aeropyrum pernix
-
pH 8.0, 60°C
1911
0.097 - 5
2-propanol
682
0.06
3-methylcyclohexanone
Sulfolobus acidocaldarius
Q4J702
65°C, pH 5.5
3972
389 - 1036
4-chloroacetophenone
6308
0.7
4-methoxybenzaldehyde
Thermus thermophilus
-
pH 6.0, 65°C
1016
0.026 - 0.53
4-methoxybenzyl alcohol
1158
0.54
4-methoxyphenylacetone
Aeropyrum pernix
-
pH 8.0, 60°C
194813
0.048 - 70000
acetaldehyde
90
0.45
acetoin
Thermococcus kodakarensis
Q5JI09
pH 6.0, 70°C
1274
392 - 1055
acetophenone
982
1.3
alpha-tetralone
Thermus thermophilus
-
pH 10.5, 65°C
7745
3.66 - 899
benzaldehyde
146
3.72
benzil
Sulfolobus acidocaldarius
-
65°C, pH 5.0
1673
0.189 - 6.6
benzyl alcohol
260
0.7
Butan-2,3-diol
Pyrococcus furiosus
-
pH 8.8, 70°C
43887
8600
Butyraldehyde
Geobacillus stearothermophilus
-
wild-type, pH 8.0, 60°C
499
1640 - 2618
Capronaldehyde
7164
1835
cinnamaldehyde
Geobacillus stearothermophilus
-
pH 7.7, 60°C
1071
391
cinnamyl alcohol
Geobacillus stearothermophilus
-
pH 7.7, 60°C
936
0.23
cis-decahydro-1-naphthol
Sulfolobus acidocaldarius
Q4J702
65°C, pH 8.0
42132
0.47 - 1.37
cycloheptanol
9530
0.73
Cyclohexanol
Aeropyrum pernix
-
pH 8.0, 60°C
873
0.91
cyclohexanone
Aeropyrum pernix
-
pH 8.0, 60°C
1299
0.017 - 6667
ethanol
69
1.57
ethyl 3-methyl-2-oxobutyrate
Sulfolobus acidocaldarius
-
65°C, pH 5.0
24214
0.44 - 0.45
ethyl benzoylformate
5419
50.1
ethyl oxo(phenyl)acetate
Thermus thermophilus
-
pH 10.5, 65°C
210507
31
isatin
Sulfolobus acidocaldarius
Q4J702
65°C, pH 5.5; pH 5.5, 65°C
805
20.5
isoborneol
Sulfolobus acidocaldarius
-
65°C, pH 10.5
42135
0.95
methyl benzoylformate
Sulfolobus acidocaldarius
Q4J702
65°C, pH 5.5
11716
3.3
methyl o-chlorobenzoylformate
Sulfolobus acidocaldarius
Q4J702
65°C, pH 5.5; pH 5.5, 65°C
42134
14.1
methyl oxo(phenyl)acetate
Thermus thermophilus
-
pH 10.5, 65°C
144721
320
n-butanol
Geobacillus stearothermophilus
-
wild-type, pH 8.0, 60°C
629
3.5 - 380
NAD+
7
12.9 - 4500
NADH
8
117.9 - 278
NADP+
10
720 - 5724
NADPH
5
450.8
octanal
Geobacillus thermodenitrificans
A4IP64, A4ISB9
cosubstrate NADPH, pH 8.0, 60°C
837
333 - 1063
phenylacetaldehyde
769
0.1
tert-butyl acetoacetate
Aeropyrum pernix
-
pH 8.0, 60°C
194812
1.13
tetralin-1-ol
Sulfolobus acidocaldarius
-
65°C, pH 10.5
42136
264 - 1543
Valeraldehyde
1481
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0047
4-androsten-3,17-dione
-
pH 7.3, 37°C, versus cyclohexanone
0.0032
4-iodopyrazole
-
apparent value
0.009 - 18.26
4-Methylpyrazole
0.0047 - 0.028
5alpha-androstan-17beta-ol-3-one
2.1
Butyraldehyde
-
wild-type, pH 8.0, 60°C
0.00008
caffeic acid
-
at 37°C in 0.1 M Na-K phosphate buffer (pH 7.4)
0.035 - 0.072
cyclohexylformamide
0.022
ellagic acid
-
at 37°C in 0.1 M Na-K phosphate buffer (pH 7.4)
1.7 - 1470
ethanol
0.025 - 0.038
mithramycin
0.026 - 0.037
Octanoic acid
0.0051 - 0.13
pyrazole
0.0156
syringaldehyde
-
at 37°C in 0.1 M Na-K phosphate buffer (pH 7.4)
0.0079
Vanillin
-
at 37°C in 0.1 M Na-K phosphate buffer (pH 7.4)
additional information
additional information
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.7 - 2.2
guanidine hydrochloride
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.02
-
mutant recombinant enzyme E97C, from crude extract, at 65°C
0.05
-
wild-type, cosubstrate NADPH, pH 7.0, 55°C
0.07
-
gene AdhE deletion mutant, cosubstrate NADPH, pH 7.0, 55°C
0.092
-
partially purified enzyme
0.1
-
isoenzyme 4
0.12
-
isoenzyme 1
0.18
after 5.67fold purification, using benzylalcohol as substrate, at 65°C
0.22
crude extract, at pH 10.0
0.25
gene AdhE deletion mutant, cosubstrate NADPH, pH 7.0, 55°C
0.3
-
substrates 1,3-propanediol and NAD+, pH 9.0, 60°C, recombinant enzyme, with NiCl2 addition
0.5
-
purified mutant enzyme W95L, using benzyl alcohol as substrate, in 0.1 M glycine-NaOH buffer (pH 10.5), at 65°C
0.64
-
wild type enzyme, crude extract, at 65°C
0.65
-
-
0.68
wild-type, cosubstrate NADPH, pH 7.0, 55°C
0.75
purified enzyme, using benzylalcohol as substrate, at 80°C
0.78
-
crude extract, at pH 10.0
1.1
-
substrates ethanol and NAD+, pH 9.0, 60°C, recombinant enzyme
1.28
-
purified enzyme
1.36
-
isoenzyme A2
1.47
-
-
1.52
wild-type, cosubstrate NADH, pH 7.0, 55°C
2 - 2.5
-
substrate diacetyl-acetoin, maximal specific activity detected in reduction reaction, 70°C, pH 6.1
2.1
-
isoenzyme AA-ADH
2.6
in Tris-HCl buffer (pH 7.6), 5 mM dithiothreitol, 0.2 mM NADH, and 10 mM acetaldehyde at 65°C
2.88
after 12.9fold purification, at pH 10.0
3.2
-
reduction of 3-oxo-5beta-androstan-17beta-ol
4.03
-
recombinant wild type enzyme, after 6fold purification, at 65°C
4.1
-
wild type enzyme, at 65°C
4.5
-
wild type recombinant enzyme, after 450fold purification, at 65°C
4.75
-
purified recombinant enzyme, pH 6.5, 50°C
5.18
-
pH 6.7, 30°C, mutant enzyme S109P/L116S/Y294C
5.2
-
mutant recombinant enzyme E97C, after 260fold purification, at 65°C
7.68
-
wild-type, cosubstrate NADH, pH 7.0, 55°C
8.08
-
isoenzyme B2
10.1
-
after 12.9fold purification, at pH 10.0
15
crude enzyme, after heat treatment at 75°C for 20 min
17.6
crude extract Ta1316 ADH with ethanol as a substrate, at pH 5.0 and 75°C
18.6
-
purified mutant enzyme W95L/N249Y, using benzyl alcohol as substrate, in 0.1 M glycine-NaOH buffer (pH 10.5), at 65°C
20.6
after 1.4fold purifictaion
26.1
-
mutant enzyme N249Y, at 65°C
27.6
-
purified native enzyme, pH 6.5, 30°C
32.5
-
ADH-1
49.3
-
-
64
-
isoenzyme C2
65
-
mutant enzyme Adh1-1S1108
70
-
wild-type enzyme Adh1-1S
93
-
enzyme form ADHI
108
-
substrate butan-2,3-diol, maximal specific activity detected in oxidation reaction, 70°C, pH 8.8
196.3
Sporotrichum pulverulentum
-
-
361
-
purified ADH II
447
substrate ethanol, pH 8.0, 60°C
470
-
enzyme form ADHII
597
-
purified ADH I
628.7
purified Ta1316 ADH with ethanol as a substrate, at pH 5.0 and 75°C
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3
reduction of aldehydes
5.1
reduction of ketones; reduction reaction
5.5
-
assay at, reverse reaction, ADH I
5.5 - 6
-
reduction reaction
5.6 - 6.5
Sporotrichum pulverulentum
-
oxidation of ethanol
6 - 7
-
reduction of N-benzyl-3-pyrrolidinone
6.1
-
reduction of ketones
6.7 - 7.3
-
reaction with acetaldehyde + NADH
6.7 - 7
oxidation of ethanol
6.9 - 7.5
-
apparent optimal pH for the benzaldehyde reduction
7 - 7.5
7.4
-
acetaldehyde reduction of isoenzyme beta2,beta2
7.6
-
assay at, class II enzyme, reduction reaction
7.7 - 8.6
-
reaction with ethanol + NAD+
8 - 8.4
Sporotrichum pulverulentum
-
reduction of aldehyde
8.1
-
reduction of propan-2-ol or ethanol
8.3
-
alcohol dehydrogenase IV
8.5 - 8.8
-
ethanol oxidation, isoenzyme beta2,beta2, beta2,beta1, alpha,beta2 and beta2gamma1
8.6 - 8.8
-
reduction of acetaldehyde, isoenzyme I
8.7
-
-
8.9
-
oxidation of ethanol
9
-
recombinant enzyme
9 - 10
9 - 10
-
substrate: (S)-(-)-1-phenylethanol and 3 mM NAD+ or methyl benzoylformate + NADH
9
-
oxidation of ethanol
9.1
-
reduction of NAD+
9.9
-
and second optimum at pH 7.5
10
optimally active with 1-butanol at pH 10.0 with 4 M KCl
10 - 10.5
-
and a second optimum at pH 10.0-10.5, ADH Indianapolis form 2 and 3
10.7
-
oxidation of ethanol, isoenzyme 2, 3 and 4
11.2
-
oxidation of ethanol, pyrazole-sensitive enzyme form
additional information
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 8.5
-
oxidation reaction activity range, profile overview
4 - 7.5
pH 4.0: about 80% of maximal activity, pH 7.5: about 60% of maximal activity
4 - 8
-
pH 4.0: about 35% of maximal activity, pH 8.0: about 70% of maximal activity
4.9 - 5.8
pH 4.9: about 25% of maximal activity, pH 5.8: about 40% of maximal activity, reduction reaction
5 - 8
-
pH 5.0: about 50% of maximal activity, pH 8.0: about 40% of maximal activity, reduction of phenylacetaldehyde
5.2 - 6.8
Sporotrichum pulverulentum
-
pH 5.2: about 35% of maximal activity, pH 6.8: about 55% of maximal activity, oxidation of ethanol
5.5 - 9
-
reduction reaction activity range, profile overview
5.5 - 7.5
pH 5.5: about 35% of maximal activity, pH 7.5: about 55% of maximal activity, reduction of benzaldehyde
6 - 10
-
-
6
50% of maximum activity for reduction of aldehydes
6.7 - 8.5
pH 6.7: about 40% of maximal activity, pH 8.5: about 85% of maximal activity, oxidation reaction
7 - 9.6
-
pH 7.0: about 70% of maximal activity, pH 9.6: about 50% of maximal activity, reduction of 2-pentanone
7 - 8
pH 7: 41% of maximal activity, pH 8: 59% of maximal activity
7.2 - 9.2
Sporotrichum pulverulentum
-
pH 7.2: about 50% of maximal activity, pH 9.2: about 60% of maximal activity
7.5 - 10.8
pH 7.5: about 35% of maximal activity, pH 10.8: about 50% of maximal activity, oxidation of 1-hexanol
8 - 12
-
pH 8.0: about 50% of maximal activity, pH 12.0: about 50% of maximal activity, oxidation of 2-phenylethanol
8 - 10.5
-
pH 8.0: about 40% of maximal activity, pH 10.5: about 85% of maximal activity
8 - 12
8.2 - 9.5
-
pH 8.2: about 10% of maximal activity, pH 9.5: about 40% of maximal activity
9 - 12
-
pH 9.0: about 25% of maximal activity, pH 12.0: about 80% of maximal activity, pyrazole-sensitive enzyme
9.5 - 11.5
-
pH 9.5: about 40% of maximal activity, pH 11.5: about 85% of maximal activity, ethanol oxidation enzyme form ADH-3
9.6 - 11.5
-
pH 9.5: about 40% of maximal activity, pH 11.5: about 30% of maximal activity, oxidation of 2-pentanol
10 - 11
-
pH 10.0: about 50% of maximal activity, pH 11.0: about 75% of maximal activity, pyrazole-insensitive enzyme
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25 - 30
-
assay at
30 - 37
37
-
assay at
39
-
recombinant enzyme expressed in Arxula adeninivorans; reductive reaction, recombinant enzyme expressed from Arxula adeninivorans
50 - 60
-
-
78
-
the reaction rate increases up to 78°C and then decreases rapidly due to thermal inactivation
95
-
catalytic activity increased up to 95°C
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0 - 60
0°C: about 70% of maximal activity, about 45% of maximal activity
10 - 45
-
activity increases from 10°C to 45°C
10 - 75
-
activity range, profile overview
10 - 80
-
more than 40% of activity between 40°C and 70°C with all substrates. The enzyme is not capable of reducing acetaldehyde at 80°C, while remaining activity for alcohol oxidation, temperature optimum lies between 50°C to 60°C
10 - 60
Sporotrichum pulverulentum
-
10°C: about 65% of maximal activity, 50°C: about 40% of maximal activity
20 - 50
20 - 70
-
20°C: 23% of maximal activity, 70°C: 40% of maximal activity
20 - 85
-
20°C: about 65% of maximal activity, 85°C: about 90% of maximal activity
30 - 65
-
30°C: 36% of maximal activity, 65°C: 24% of maximal activity
30 - 85
-
maximal activity at 70°C, 60% of maximal activity at 85°C
45 - 95
-
continous increase in activity from 40°C to 95°C
50 - 80
-
50°C: 45% of maximal activity, 80°C: about 60% of maximal activity
60 - 90
60°C: 75% of maximal activity, 90°C: 75% of maximal activity
65 - 85
70 - 95
70°C: about 65% of maximal activity, 95°C: about 80% of maximal activity
75 - 90
75°C: about 45% of maximal activity, 90°C: about 45% of maximal activity
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.9
-
isoelectric focusing
5.23
-
sequence calculation
5.5
Ta1316 ADH, calculated from amino acid sequence
6.3
calculated from sequence, ADH1
8.3
calculated from sequence
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
the activity of the class I ADH isoenzyme is significantly lower in the wall of aortic aneurysm than in healthy aorta
Manually annotated by BRENDA team
-
ADH3 plays an important role in systemic ethanol metabolism at higher levels of blood ethanol through activation by cytoplasmic solution hydrophobicity
Manually annotated by BRENDA team
isozyme ADH4; isozyme ADH4
Manually annotated by BRENDA team
-
low expression level of ADH5
Manually annotated by BRENDA team
-
the total alcohol dehydrogenase activity is significantly higher in cancer tissues than in healthy colorectum
Manually annotated by BRENDA team
-
dormant
Manually annotated by BRENDA team
-
adhA transcription is induced by ethanol or n-propanol, adhA transcription is subject to glucose catabolite repression. Accordingly, both induction of AdhA activity and ethanol utilization are detected only after depletion of glucose
Manually annotated by BRENDA team
-
low expression level of ADH5
Manually annotated by BRENDA team
-
isozyme ADH4, the total alcohol dehydrogenase activity is significantly higher in cancer tissues than in healthy esophagus
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
additional information
PDB
SCOP
CATH
ORGANISM
UNIPROT
Aeropyrum pernix (strain ATCC 700893 / DSM 11879 / JCM 9820 / NBRC 100138 / K1)
Drosophila lebanonensis
Drosophila lebanonensis
Drosophila lebanonensis
Drosophila lebanonensis
Drosophila lebanonensis
Drosophila lebanonensis
Drosophila lebanonensis
Drosophila lebanonensis
Escherichia coli (strain K12)
Gadus morhua subsp. callarias
Geobacillus thermoglucosidasius (strain C56-YS93)
Lactococcus lactis subsp. lactis (strain KF147)
Lactococcus lactis subsp. lactis (strain KF147)
Moraxella sp. (strain TAE123)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pyrobaculum aerophilum (strain ATCC 51768 / IM2 / DSM 7523 / JCM 9630 / NBRC 100827)
Pyrobaculum aerophilum (strain ATCC 51768 / IM2 / DSM 7523 / JCM 9630 / NBRC 100827)
Pyrobaculum aerophilum (strain ATCC 51768 / IM2 / DSM 7523 / JCM 9630 / NBRC 100827)
Rhizobium meliloti (strain 1021)
Rhizobium meliloti (strain 1021)
Saccharomyces cerevisiae (strain ATCC 204508 / S288c)
Saccharomyces cerevisiae (strain ATCC 204508 / S288c)
Sulfolobus solfataricus (strain ATCC 35092 / DSM 1617 / JCM 11322 / P2)
Sulfolobus solfataricus (strain ATCC 35092 / DSM 1617 / JCM 11322 / P2)
Sulfolobus solfataricus (strain ATCC 35092 / DSM 1617 / JCM 11322 / P2)
Sulfolobus solfataricus (strain ATCC 35092 / DSM 1617 / JCM 11322 / P2)
Sulfolobus solfataricus (strain ATCC 35092 / DSM 1617 / JCM 11322 / P2)
Sulfolobus tokodaii (strain DSM 16993 / JCM 10545 / NBRC 100140 / 7)
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Zymomonas mobilis subsp. mobilis (strain ATCC 31821 / ZM4 / CP4)
Zymomonas mobilis subsp. mobilis (strain ATCC 31821 / ZM4 / CP4)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25000
-
gel filtration
27000
gel filtration
29000
-
gel filtration
36000
deduced from amino acid sequence
37000
SDS-PAGE
37200
calculated molecular weight
39500
isozyme ADH3, apparent molecular weight deduced from electrophoretic mobility
39720
isozyme ADH3, calculated from amino acid sequence
39870
isozyme ADH1C, calculated from amino acid sequence
40220
isozyme ADH2, calculated from amino acid sequence
40500
isozyme ADH1C, apparent molecular weight deduced from electrophoretic mobility; isozyme ADH4, apparent molecular weight deduced from electrophoretic mobility
45000
-
gel filtration
54600
-
gel filtration
55600
-
gel filtration
56000
-
gel filtration
56700
deduced from amino acid sequence
57600
-
gel filtration
58000
-
gel filtration
59900
-
gel filtration
60000 - 80000
-
gel filtration
65000
gel filtration
66000
-
recombinant enzyme expressed from Hansenula polymorpha, gel filtration
67000
-
enzyme form ADH-II, glycerol density gradient centrifugation
68000
-
gel filtration
74500
-
gel filtration
76000 - 77000
-
equilibrium sedimentation
77330
-
equilibrium sedimentation
78000 - 85000
-
amino acid analysis, ultracentrifugation
78000
-
ultracentrifugation under non-denaturing conditions
79000 - 84000
-
ultracentrifugal analysis
79000
-
isoenzyme B2, gel filtration
81500
-
gel filtration
82700
-
equilibrium sedimentation
82750
-
enzyme form ADH-3, equilibrium sedimentation
83000
-
isoenzyme A2, gel filtration
85000
-
isoenzyme C2, gel filtration
88000
-
approximately, gel filtration
89000 - 91000
-
gel filtration
94000
-
gel filtration
95000
-
enzyme form ADHII, gel filtration
99000
alcohol dehydrogenase domain, dynamic light-scattering
105000
-
buffer containing 25 mM NaCl, gel filtration
109000
-
sucrose density gradient centrifugation
110000
-
gel filtration
116000
130000
-
ADH I, gel filtration
133000
gel filtration
135000
-
SDS-PAGE
138000
gel filtration
140000
145000
-
enzyme form ADH-I, glycerol density gradient centrifugation
150000
150300
-
electrospray mass spectrometry
152000
-
gel filtration
158000
-
gel filtration
160000
176000
Sporotrichum pulverulentum
-
non-denaturing PAGE
180000
-
gel filtration
190000
gel filtration; gel filtration; gel filtration
290000
-
gel filtration
320000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decamer
-
10 * 43000, SDS-PAGE
dodecamer
12 * 35000, SDS-PAGE
homodimer
homotetramer
monomer
octamer
tetramer
trimer
additional information
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
proteolytic modification
additional information
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
multiple anomalous dispersion techniques, X-ray diffraction structure determination and analysis at 1.62 A resolution
-
the zinc-containing enzyme has been crystallized by the sitting-drop vapour-diffusion method using PEG 600 as precipitant. Single orthorhombic crystals with maximum dimensions of 0.4 * 0.4 * 1 mm grow from 0.1 M PIPES pH 6.75 containing 13% PEG 600 and 0.5 mM NADH in approximately four weeks. The crystals diffract to better than 1.5 A using synchrotron radiation and belong to the orthorhombic space group P2(1)2(1)2, with unit-cell parameters a = 100.7, b = 103.2, c = 67.5 A
-
1 A resolution crystal structures of liver alcohol dehydrogenase in complex with NADH and two inhibitors: dimethyl sulfoxide and isobutyramide
-
10 mg/ml purified double mutant H51Q/K228R in complex with NAD+ and 2,3- or 2,4-difluorobenzyl alcohol, in 50 mM ammonium N-[tris(hydroxymethyl)-methyl]-2-aminoethanesulfonate, pH 7.0, 5°C, 1 mM NAD+, 10 mM 2,3-difluorobenzyl alcohol or 2,4-difluorobenzyl alcohol, equilibrated against increasing concentrations of 2-methyl-2,4-pentanediole, crystal formation at 12% 2-methyl-2,4-pentanediole, X-ray diffraction structure determination and analysis
-
enzyme in complex with trifluoroethanol and without NAD+, X-ray diffraction structure determination and analysis at 2.35 A resolution
structure of the alcohol dehydrogenase domain of the ADHE protein 2.5 A resolution and docking of the aldehyde dehydrogenase domain. The aldehyde dehydrogenase and alcohol dehydrogenase domains of a single ADHE may form dimers with different ADHE monomers rather than both with the same molecule
isozyme alphaalpha in complex with inhibitor N-cyclopentyl-N-cyclobutylformamide, isozyme beta(1)beta(1) in complex with inhibitors N-benzylformamide and N-heptylformamide, and isozyme gamma(2)gamma(2) in complex with inhibitor N-1-methylheptylformamide, X-ray diffraction structure determination and analysis at 1.45-2.5 A resolution, structure modeling
-
purified recombinant N-terminally His-tagged Adh3, hanging drop vapour diffusion method, mixing of 0.002 ml of 80mg/ml protein in 50 mM Tris, pH 7.0, with 0.002 ml of reservoir solution, comprising 0.1 M MES, pH 6.5, 16% w/w PEG 20000, and 0.001 ml of 50 mM CaCl2, 20°C, X-ray diffraction structure determination and analysis
-
enzyme-NADP+-cofactor complex, X-ray diffraction strcuture determination and analysis, computational structure modeling
-
ternary complex of enzyme with NADH and ethylene glycol, X-ray diffraction structure determination and analysis at 2.3 A resolution, molecular replacement method
-
structural modeling of ethanol-tolerant mutant protein
-
isozyme YADH-1, crystal structure analysis
-
three-dimensional model of the enzyme structure suggest that Ca2+ can be displaced by replacing Met-168 by an Arg residue
-
trigonal crystal form alcohol dehydrogenase I: evidence for the existence of Zn ions in the crystal, from 20% PEG 4000, 20% 2-propanol, 0.1 M sodium citrate, pH 5.6, and 1 mM NAD+, X-ray diffraction structure determination and analysis at 3.0 A resolution
-
the crystal structure of the binary complex SaADH2–NADH, determined at 1.75 A resolution, reveals details of the active site providing hints on the structural basis of the enzyme enantioselectivity
-
apoenzyme and ternary complex of enzyme with NADH and 2-ethoxyethanol bound to each subunit, X-ray diffraction structure determination and analysis at 2.3 A resolution
-
crystals are grown in the Advanced Protein Crystallization Facility during the Life and Microgravity Sciences Spacelab mission on the US Space Shuttle. Large diffracting crystals are obtained by dialysis, whereas only poor-quality crystals are obtained by vapour diffusion. The quality of both the microgravity and ground-based crystals is analysed by X-ray diffraction. There is some improvement in terms of size and diffraction resolution limit for the microgravity crystals. The twinning observed in the Earthgrown crystals is also present for those grown in microgravity
-
holo-enzyme form and apo-enzyme form
-
microbatch method
-
microbatch method in 100 mM Tris-HCl (pH 7.8), 10 mM dithiotreitol with the same volume of 12% (w/v) PEG 4000, 12% (v/v) 2-propanol, 100 mM sodium citrate (pH 5.6) at 20°C
-
twinned crystals are grown with the sitting drop vapour diffusion method using 2-methyl-2,4-pentanediol (50% v/v), Tris/HCl buffer (150 mM, pH 8.4), and NADH (1 mM), prismatic crystals are grown at 4°C and 20°C by microbatch and free interface diffusion methods with Tris/HCl buffer (130 mM, pH 8.0), NADH (2 mM), polyethyleneglycol 4000 (16% w/v), propan-2-ol or propan-1-ol (16% v/v) in trisodium citrate (100 mM, pH 4.8-5.6)
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3.3
30 min, 50°C, 50% loss of activity
718627
4 - 8
4°C, 48 h, stable
684556
4
-
30°C, 1 h, 30% loss of activity
686626
4 - 10
30 min, 50°C, no loss of activity
718627
5 - 9.5
-
25°C, 1 h, stable
667255
5
-
30°C, 1 h, 20% loss of activity
686626
5.2 - 6.3
-
purified recombinant enzyme expressed from Saccharomyces cerevisiae, at least 80% of the initial activity is retained after 4 min, 30°C
722888
5.5 - 6.3
-
purified recombinant enzyme expressed from Hansenula polymorpha, at least 80% of the initial activity is retained after 4 min, 30°C
722888
5.8 - 6.6
-
purified recombinant enzyme expressed from Arxula adeninivorans, at least 80% of the initial activity is retained after 4 min, 30°C
722888
6 - 11
-
30°C, 1 h, less than 10% loss of activity
686626
6 - 8
-
at pH 6.0 and 8.0, the activity of free ADH decreases dramatically during the incubation, and 90 min later most of the activity is lost, the immobilized form retains 81% of activity at pH 8.0
695705
6 - 9
-
isoenzyme 2 and isoenzyme 3
285630
6.5 - 7
-
most stable at
285629
6.5 - 9
-
native Zn-ADH enzyme
655741
6.5
-
below, Cu-ADH and Co-ADH
655741
7 - 9
with 100 mM diphosphate buffer at pH 9.0, the enzyme only exhibits 49% of activity, a 50% decrease is obtained using 50 mM bis-Tris propane buffer at pH 7.0-7.5 and 9.0, whereas at pH 8 and 8.5 only a 10% reduction is found
699249
7 - 10.6
-
stable
285567
7.5
-
4°C, stable for 2 days
285623
8 - 9
purified recombinant His-tagged enzyme, 10 min, high stability within this range
722337
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
-20
-
loss of activity after 24 h
23
-
unstable at room temperature and above
30 - 55
-
the specific activity of ADH decreases rapidly above 30°C, ADH is almost completely inactive after a 36 min incubation at 55°C
32 - 41
-
more than 80% of maximum activity, recombinant enzyme expressed in Saccharomyces cerevisiae; purified recombinant enzyme expressed from Saccharomyces cerevisiae, at least 80% of the initial activity is retained after 4 min
34 - 38
-
more than 80% of maximum activity, recombinant enzyme expressed in Hansenula polymorpha; purified recombinant enzyme expressed from Hansenula polymorpha, at least 80% of the initial activity is retained after 4 min
35 - 60
-
58% of the original activity is retained after incubation of the immobilized enzyme at 35°C for 32 h, free enzyme loses 68% activity over a 60 min incubation at 60°C, whereas immobilized ADH retains 44% over a 60 min incubation at 60°C
38.5 - 42.5
-
more than 80% of maximum activity, recombinant enzyme expressed in Arxula adeninivorans; purified recombinant enzyme expressed from Arxula adeninivorans, at least 80% of the initial activity is retained after 4 min
50 - 60
-
thermal unfolding of ADH is not observed below 60°C while the kinetic deactivation is observed even at 50°C
62.6
-
wild-type, thermal denaturation midpoint
65 - 88
-
the single and double mutant are less thermoresistant than the wild type enzyme, displaying a transition temperature of 78 and 88°C, respectively, which are 17 and 7°C lower than that of the wild-type enzyme. At 65°C the single mutant W95L is 10fold less active and the double mutant W95L/N249Y is about 6fold more active than wild type enzyme, the reaction rate catalyzed by the double mutant W95L/N249Y increases more markedly than that of the wild type enzyme up to a temperature of about 83°C and then decreases rapidly due to thermal inactivation. The reaction rate of the single mutant W95L increases more slowly up to about 80°C and then decreases rapidly. At 65°C the single mutant is 10fold less active and the double mutant is about 6fold more active than wild type enzyme.
65.3
-
mutant C257L, thermal denaturation midpoint
68
-
purified recombinant enzyme, most stable at
69
-
Cu-ADH enzyme
70 - 80
-
wild type and mutant enzyme N249Y are stable at 70°C, the mutant enzyme seems more thermoresistant than the wild type enzyme up to a temperature of 80°C, after which its activity decreases abruptly
73
-
inactivation above
85
-
remaining activity
85 - 90
-
half-life of 3 h at 85°C and 1 h at 90°C, the catalytic efficiency is considerably higher at temperatures below 90°C
85
-
pH 8.0, protein concentration 0.5 mg/ml, 3 h, 50% loss of activity
85 - 90
half-life of 3 h at 85°C and 1 h at 90°C
85
-
slight residual activity
88
-
30-min half-inactivation temperature
98
-
the enzyme maintains 24% of the original catalytic activity after incubation for 30 min
100
-
half-life 130 min
additional information
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
100fold purified enzyme is destroyed by freezing
-
ADH immobilized on derived attapulgite nanofibers via glutaraldehyde covalent binding retains higher activity over wider ranges of pH and temperature than those of the free enzyme. After shaking at 125 rpm at 35°C for 32 h, a rapid loss in activity is observed, and almost complete activity of immobilized enzyme is lost in 52 h. The activity of immobilized ADH decreases to 80% of its initial value after four cycles of operation and afterwards gradually decreases with every reuse, but it retains 42% activity after eight cycles for bioreduction of ethyl 3-oxobutyrate.
-
dialysis against 50 mM Tris-HCl buffer, stable after 5 h, 3% loss of activity after 1 day, 82% loss of activity after 6 days
-
dithiothreitol stabilizes activity at all stages of purification
-
does not require the presence of reducing agents to mantain its stability even at high temperature, evidently due to the lack in free cysteines
-
effects of salts on the rate constants of inactivation by heat of alcohol dehydrogenase YADH at 60.0°C. At high concentrations, some salts have stabilizing effects, while others are destabilizing. The effects of salts in the high concentration range examined can be described as follows: (decreased thermal stability) NaClO4, NaI = (C2H5)4NBr, NH4Br, NaBr = KBr = CsBr = (no addition), (CH3)4NBr, KCl, KF, Na2SO4 (increased thermal stability). The decreasing effect of NaClO4 controlls the thermal stability of the enzyme absolutely and is not compensated by the addition of Na2SO4, which stabilizes the enzyme
-
enzyme covalently immobilized to magnetic Fe3O4 nanoparticles via glutaraldehyde shows enhanced thermal stability and good durability in the repeated use after recovered by magnetic separations. Within 7 cycles of usage, the remaining activity is about 100%, 89.15%, 79.42%, 69.50%, 62.80%, 56.48%, and 48.26% of the first use
-
enzyme form ADH I is more stable during purification than enzyme form ADH-II
-
even at 50°C the stabilization effect of lipid membranes on the tertiary and quaternary structures of the liposomal YADH allows the enzyme to form its thermostable complex with NAD+ in liposomes
-
highly stable against 0.1 M urea and 0.05% SDS
-
isozymes are stabilized by MgCl2 and DTT during purification
-
sucrose, glucose, and betaine stabilize ADH substantially while D-ribose and sarcosine destabilize the enzyme
-
the catalytic zinc ions have an important stabilizing effect on the tertiary and quaternary structure of the immobilized enzyme
-
the presence of a second phase of a water-insoluble solvent like hexane or octane has only minor effects on the enzyme, which retains 80% of its activity, allowing the use of these solvents in aqueous/organic mixtures to increase the availability of low-water soluble substrates
the recycling stability of YADH in silica-coated alginate gel beads is found to be increased significantly mainly due to the effective inhibition of enzyme leakage by compact silica film
-
ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1,4-dioxane
1-butanol
-
10%, 29% residual activity
1-propanol
-
10%, 38% residual activity
2-propanol
Acetone
acetonitrile
dimethylformamide
dioxane
dodecane
Ethanol
-
10%, 86% residual activity
Ethyl acetate
hexane
50%, about 95% of initial activity
isopropanol
-
20% v/v, 70% residual activity
Methanol
-
10%, 100% residual activity
methyl-tert-butylether
significant increases in enzyme activity occurs after 25 h incubation at a concentration of 30%
n-heptane
n-hexane
significant increases in enzyme activity occurs after 25 h incubation at a concentration of 30%
octane
Pyridine
tert-butylmethyl ether
toluene
urea
-
0.1 M, 40% residual activity
additional information
OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
Adh1p is oxidatively modified during ageing and, consequently, its activity becomes reduced
-
688866
among all the cysteine residues, Cys43 is the most susceptible to H2O2 oxidation, and the major oxidation products of this cysteine are Cys-SO2H and Cys-SO3H. The oxidation of Cys43 might be responsible for the inactivation of the enzyme upon H2O2 treatment
-
688657
pronounced oxygen lability at pH 9, even at pH 7, 2 h under air, 80% loss of activity
-
285654
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 1 M NaCl in 20 mM Tris-HCl (pH 8.4) in the presence of an equal volume of glycerol, 12 months, no loss of activity
-
-20°C, 10 mM potassium phosphate buffer, pH 7.0, containing 0.5 mM NAD+ without loss of activity for several months
-20°C, in the presence of 50% (v/v) glycerol and at highly concentrated solutions (0.75-1 mg protein/ml), 3 days, 40-50% loss of activity
-20°C, inactive after approximately 2 weeks, storage at -80°C or lyophilization does not improve storage time
-20°C, isoenzyme 2 is stable in 50% ethylene glycol for at least 3 months, isoenzyme 1 and 3 maintain less than 50% of their original activity after 2 weeks
-
-20°C, several months, no loss of activity
15°C, 50 mM sodium phosphate buffer, pH 8.0, half-life of wild-type 7 h, half-life of mutant C257L 17 h
-
4°C, 1 M NaCl in 20 mM Tris-HCl (pH 8.4) in the absence of glycerol, 4 months, 60% loss of activity
-
4°C, 10 mM HEPES buffer, 1 mM dithioerythritol, pH 7.5, stable for 2 weeks
-
4°C, 5 mM Na phosphate, pH 7.5, the half-life is 24 h. 0.01 mM ethanol effectively stabilizes for several weeks
-
4°C, 5 mM Na-phosphate, pH 7.5, 50% loss of activity after 1 day. Enzyme can be stabilized for up to 2 weeks by storage in buffer containing 10 mM ethanol
-
4°C, 50 mM sodium phosphate buffer, pH 7.0, 10 mM 2-mercaptoethanol, 10% glycerol, both wild-type and mutant C357L stable for several months
-
4°C, in 3.2 M ammonium sulfate or 50% glycerol, 1 day, rapid loss of activity
4°C, in presence of 1.0 mM dithiothreitol, stable for 10 days
-
4°C, most stable at pH 7.5 during storage for 2 days
-
4°C, pH 7.5, stable for 2-3 weeks
-
very stable during storage
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
128fold to homogeneity by adenosine 5'-monophosphate affinity and Mono-Q ion exchange chromatography
-
2 isozymes from cytosol by DEAE ion exchange, hydroxyl apatite, and gel filtration chromatography, ADH I 35fold, ADH II 21fold
-
3 isoenzymes
-
ADH-1, ADH-2 and ADH-3
-
ADH-2 and ADH-3
-
ADH-MII
-
alleloenzyme Adh71k
-
alleloenzymes Adhf and Adhus
-
anodic enzyme form
-
Blue A column chromatography
-
class I isoenzyme
-
class I isoenzymes
-
class II isoenzyme: pi-ADH
-
class III isoenzyme chi-ADH
-
DEAE-Sepharose CL-4B column chromatograhy and octyl-Sepharose column chromatography
DEAE-Sepharose column chromatography
DEAE-Sepharose Fast Flow column chromatography and G75 gel filtration
-
DEAE-Sepharose Fast Flow column chromatography, Matrex Gel Red A column chromatography, and Blue A column chromatography
-
HiLoad Superdex 200 gel filtration
HIS-Select High Flow cartridge chromatography
HiTrap heparin-Sepharose column chromatography, DEAE-Sepharose fast-flow column chromatography, and HiLoad Superdex S-75 gel filtration
-
isoenzyme 1, 2, 3, and 4
-
isoenzyme beta3,beta3
-
liver isoenzyme A2 and B2 and stomach isoenzyme C2
-
mutant enzyme S109P/L116S/Y294
-
native (R)-specific alcohol dehydrogenase 37fold from strain IFO10003, by ammonium sulfate fractionation, and anion exchange and hydrophobic interaction chromatography to homogeneity
-
native enzyme from liver by anion exchange and AMP affinity chromatography, and a second different step of anion exchange chromatography
partial
partial by isopycnic sucrose gradient centrifugation
-
purified in one step by immobilized metal-affinity chromatography
recombinant ADH2 alloenzymes from Escherichia coli by DEAE and AMP or blue Sepharose chromatography, and ultrafiltration
-
recombinant enzyme
-
recombinant enzyme 1.5fold from Escherichia coli strain BL21 (DE3)
-
recombinant enzyme from Escherichia coli by DEAE ion exchange, 5'-AMP-resin affinity, and Mono Q ion exchange chromatography
-
recombinant His-tagged enzyme by nickel affinity chromatography and gel filtration
-
recombinant His6-tagged enzyme from Echerichia coli strain BL21 (DE3) by nickel affinity chromatography
recombinant isozymes from Escherichia coli strain BL21
reombinant fusion enzyme by glutathione affinity chromatography, cleavage of GST fusion tag by thrombin, further purification of the active enzyme
-
Sephacryl S-100 gel filtration
soluble recombinant His6-tagged BmADH protein from Escherichia coli strain BL21 (DE3) by nickel affinity chromatography
SS-isoenzyme
-
Talon Co2+-affinity column chromatography
Toyopearl Butyl 650 S column chromatography, Q Sepharose fast flow column chromatography, Superose 12 prep-grade gel filtration, and TosoHaas G 2000 SWXL gel filtration
-
ultracentrifugation and Sepabeads EB-QA405 chromatography
wild-type enzyme Adh1-1S and mutant enzyme Adh1-1S1108
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
5-7 genes encoding ADH, DNA and amino acid sequence determination and analysis, polymorphism and allelic frequencies analysis, gene ADH2 possesses 2 allelic forms with Ile308 or Val308, expression of ADH2 alloenzymes in Escherichia coli
-
ADH1 is expressed in recombinant Escherichia coli; ADH3 is expressed in recombinant Escherichia coli
class III enzyme
-
class IV enzyme, expression in Escherichia coli
-
DNA and amino acid sequence determination and analysis, expression of His-tagged enzyme under the control of the strong constitutive Arxula adeninivorans-derived TEF1 promoter in auxotrophic Arxula adeninivorans strain G1214, Hansenula polymorpha strain RB11, and Saccharomyces cerevisiae strainSEY6210, using different expression modules for transformation, evaluation of effeciency, overview. Expression in Arxula adeninivorans is most effective
-
DNA and amino acid sequence determination and analysis, functional expression in Escherichia coli using a rhamnose-inducible system
-
DNA and amino acid sequence determination and analysis, recombinant expression of His6-tagged BmADH protein in Escherichia coli strain BL21 (DE3)
expressed in Escherichia coli
expressed in Escherichia coli BL21 (DE3) cells
expressed in Escherichia coli BL21 (DE3) pLysS cells
expressed in Escherichia coli BL21 Star (DE3) cells
expressed in Escherichia coli BL21(DE3) cells
expressed in Escherichia coli BL21DE3pLysS cells
expressed in Escherichia coli DH5alpha cells
expressed in Escherichia coli JM109(DE3) cells
-
expressed in Escherichia coli RB791 cells
-
expressed in Escherichia coli strain RB791
-
expressed in Hep-G2 cells
-
expression in Caldicellulosiruptor bescii; expression in Caldicellulosiruptor bescii
expression in Clostridium thermocellum; expression in Clostridium thermocellum DSM 1313
expression in Escherichia coli
expression in Escherichia coli host strain PBL339
-
expression in Escherichia coli strain TG-1
-
expression in Escherichia coli. The correct folding of the AdhC enzyme from hyperthermophilic Pyrococcus furiosus in mesophilic recombinant Escherichia coli is greatly influenced by the cultivation temperature. When grown at temperatures above the optimal growth temperature, Escherichia coli produces heat shock proteins to prevent protein aggregation. Heat shock proteins are known for their chaperonin activity, i.e., they help the protein folding and are responsible for an efficient protein quality control. When heated at 45°C for 2.5 h prior to induction, an increase of the activity is monitored compared to the standard cultivation at 37°C. The fast increase to 42°C yields more active enzyme than the slow increase to 42°C. This suggests that heat shock proteins either assist in the correct folding of the AdhC, or maybe even allow for resolubilization of (partially) denatured molecules. The cultivation at 45°C is not successful
expression in Escherichia coli; expression in Escherichia coli
expression in Escherichia coli; expression in Escherichia coli; expression in Escherichia coli; expression in Escherichia coli
expression in Escherichia coli; overexpressed in Escherichia coli
expression in yeast
-
expression of ADH1C*2 in Escherichia coli
-
expression of ADH4 in Escherichia coli
-
expression of human ADH1 in an in vitro transcription/translation system, N-terminally GST-tagged ADH1 in COS cells and in Escherichia coli
-
expression of isozymes in Escherichia coli strain BL21
expression of rat ADH5 in an in vitro transcription/translation system, GFP-tagged ADH5 in COS cells, but no soluble ADH5 protein from heterologously expression in Escherichia coli cells with expression systems successfully used for other mammalian ADHs, including fused to glutathione-S-transferase
-
gene adh3, sequence comparison, expression of N-terminally His-tagged enzyme in Escherichia coli strains NovaBlue Singles and M15[pREP4]
-
gene ADH3, subcloning in Escherichia coli strain DH5alpha, recombinant expression of His6-tagged enzyme in Echerichia coli strain BL21 (DE3), complementation of the HpADH3 mutant by an HpADH3 expression cassette fused to a strong constitutive promoter, the resulting strain produced a significantly increased amount of ethanol compared to the wild-type strain in a glucose medium, while in a xylose medium, the ethanol production is dramatically reduced in an HpADH3 overproduction strain compared to that in the wild-type strain, semi-quantitative RT-PCR analysis
gene chy1186, overexpression in Escherichia coli strain BL21 (DE3), subcloning in Escherichia coli strain DH5alpha
-
gene encoding for ADH of the haloalkaliphilic archaeon Natronomonas pharaonis, which has a 1,068-bp open reading frame that encodes a protein of 355 amino acids, is cloned into the pET28b vector and is expressed in Escherichia coli
-
gene GmAdh2, quantitative RT-PCR expression analysis, phylogenetic analysis
heterologously overexpressed in Escherichia coli
-
homologously expressed
mutant enzyme S109P/L116S/Y294
-
overexpressed in Escherichia coli
overexpression as GST-fusion protein in Escherichia coli
-
overexpression in Saccharomyces bayanus
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
expression of Adh is significantly upregulated in 4-day-old soybean seedlings, in in the root apical meristem, subjected to 2 days of flooding
gene expression is largely induced during ethanol fermentation; gene expression is largely induced during ethanol fermentation; gene expression is largely induced during ethanol fermentation; gene expression is largely induced during ethanol fermentation
isoform ADH3 is significantly expressed in presence of ethanol
isoform ADH4 is significantly expressed in stationary phase and in presence of ethanol
isoform is not expressed at 45°C in glycerol-containing medium and is significantly lower expressed at 45°C than at 30°C in ethanol- and glucose-containing medium
osmotic, cold, or drought stress does not induce expression of Adh2
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
H51Q
-
site-directed mutagenesis, shifting of pH dependency, increased activity at pH 8.0, decrease of the rate of isomerization of the enzyme-NAD+ complex, which becomes the limiting step for ethanol oxidation
H51Q/K228R
-
site-directed mutagenesis, kinetic effects
W54L
-
less active than the wild-type enzyme with ethanol, 1-propanol and 1-butanol. With 1-pentanol and 1-hexanol the mutant enzyme is a better catalyst than the wild-type enzyme
C257L
-
mutation introduced to improve stability under oxidzing conditions. Mutant exhibits prolonged stability and an elevated inactivation temperature
V260A
-
kinetic parameters and temperature dependencies similar to wild-type
W49F/W167Y
-
kinetic parameters and temperature dependencies similar to wild-type
W49F/W167Y/V260A
-
kinetic parameters and temperature dependencies similar to wild-type
W49F/W87F
-
kinetic parameters and temperature dependencies similar to wild-type
W49F/W87F/V260A
-
kinetic parameters and temperature dependencies similar to wild-type
W87A
-
mutation results in a loss of the Arrhenius break seen at 30°C for the wild-type enzyme and an increase in cold lability due to destabilization of the active tetrameric form. Kinetic isotope effects are nearly temperature-independent over the experimental temperature range, and similar in magnitude to those measured above 30°C for the wild-type enzyme
W87F
-
investigation on protein dynamics on the microsecond time scale. Mutant exhibits a fast, temperature-independent microsecond decrease in fluorescence followed by a slower full recovery of the initial fluorescence. The results rule out an ionizing histidine as the origin of the fluorescence quenching. A Trp49-containing dimer interface may act as a conduit for thermally activated structural change within the protein interior
W87F/H43A
-
investigation on protein dynamics on the microsecond time scale. Mutant exhibits a fast, temperature-independent microsecond decrease in fluorescence followed by a slower full recovery of the initial fluorescence. The results rule out an ionizing histidine as the origin of the fluorescence quenching. A Trp49-containing dimer interface may act as a conduit for thermally activated structural change within the protein interior
Y25A/W49F/W167Y
-
kinetic parameters and temperature dependencies similar to wild-type
Y25A/W49F/W167Y/V260A
-
kinetic parameters and temperature dependencies similar to wild-type
Y25A/W49F/W87F
-
kinetic parameters and temperature dependencies similar to wild-type
Y25A/W49F/W87F/V260A
-
kinetic parameters and temperature dependencies similar to wild-type
A93F
-
isozyme alphaalpha, altered active site structure and inhibitor binding
S48T
-
isozyme gamma(2)gamma(2), altered active site structure and inhibitor binding
V141L
-
isozyme gamma(2)gamma(2), altered active site structure and inhibitor binding
P47A
site-directed mutagenesis, about 100fold increased activity compared to the wild-type enzyme
P47H
site-directed mutagenesis, about 100fold increased activity compared to the wild-type enzyme
P47Q
site-directed mutagenesis, about 100fold increased activity compared to the wild-type enzyme
G223D
-
unaltered cofactor specificity compared to the wild-type enzyme
G223D/T224I
-
highly reduced activity with NADP+ compared to the wild-type enzyme, wild-type-like activity with NAD+
G223D/T224I/H225N
-
altered cofactor specificity, highly reduced activity with NADP+ compared to the wild-type enzyme, wild-type-like activity with NAD+
H225N
-
unaltered cofactor specificity compared to the wild-type enzyme
T224I
-
unaltered cofactor specificity compared to the wild-type enzyme
P704L/H734R
D223G
-
highly reduced activity compared to the wild-type enzyme
D223G/G225R
-
nearly inactive mutant
D49N
-
highly reduced activity compared to the wild-type enzyme
DELTAA200/A201L
-
highly reduced activity compared to the wild-type enzyme
E68Q
-
highly reduced activity compared to the wild-type enzyme
G204A
-
nearly inactive mutant
G224I
-
reduced activity compared to the wild-type enzyme
G225R
-
reduced activity compared to the wild-type enzyme
H47R
-
reduced activity compared to the wild-type enzyme
H51E
-
highly reduced activity compared to the wild-type enzyme
H51Q
-
reduced activity compared to the wild-type enzyme
L203A
-
reduced activity compared to the wild-type enzyme
L203A/T178S
-
reduced activity compared to the wild-type enzyme
S198F
-
highly reduced activity compared to the wild-type enzyme
S269I
-
nearly inactive mutant
T48A
-
inactive mutant
T48C
-
inactive mutant
T48S
-
reduced activity compared to the wild-type enzyme
T48S/T93A
-
reduced activity compared to the wild-type enzyme
T48S/W57M/W93A
-
reduced activity compared to the wild-type enzyme
W57L
-
reduced activity compared to the wild-type enzyme
W57M
-
slightly reduced activity compared to the wild-type enzyme
W93A
-
reduced activity compared to the wild-type enzyme
E97C
-
shows the same activity but a reduced thermostability with respect to the wild type recombinant protein
W95L
-
the mutant displays no apparent activity with short-chain primary and secondary alcohols and poor activity with aromatic substrates and coenzyme, the substitution affects the structural stability of the archaeal ADH, decreasing its thermal stability without relevant changes in secondary structure, optimum pH is at about pH 10
W95L/N249Y
-
the mutant exhibits higher activity but decreased affinity toward aliphatic alcohols, aldehydes as well as NAD+ and NADH compared to the wild type enzyme, optimum pH is at about pH 8.6
additional information
Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Zn2+ withdrawal by inactivation with Chelex 100, reactivation of the apoenzyme by addition of CuSO4, 1 h at 25°C, pH 7.6
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
biotechnology
-
possible usage of the enzyme in bioindustrial processes and as biosensor
degradation
medicine
synthesis
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